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7524-50-7 Usage

Chemical Properties

white to off-white fine crystalline powder

Uses

Methyl L-phenylalaninate hydrochloride is used in pharmaceutical, food,animal feed,cosmetic,bio-chemical research etc.

Check Digit Verification of cas no

The CAS Registry Mumber 7524-50-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,5,2 and 4 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 7524-50:
(6*7)+(5*5)+(4*2)+(3*4)+(2*5)+(1*0)=97
97 % 10 = 7
So 7524-50-7 is a valid CAS Registry Number.
InChI:InChI=1/C10H13NO2/c1-13-10(12)9(11)7-8-5-3-2-4-6-8/h2-6,9H,7,11H2,1H3/p+1/t9-/m0/s1

7524-50-7 Well-known Company Product Price

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  • (Code)Product description
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  • TCI America

  • (P1278)  L-Phenylalanine Methyl Ester Hydrochloride  >98.0%(T)

  • 7524-50-7

  • 25g

  • 765.00CNY

  • Detail
  • Alfa Aesar

  • (A11455)  L-Phenylalanine methyl ester hydrochloride, 99%   

  • 7524-50-7

  • 10g

  • 254.0CNY

  • Detail
  • Alfa Aesar

  • (A11455)  L-Phenylalanine methyl ester hydrochloride, 99%   

  • 7524-50-7

  • 50g

  • 1120.0CNY

  • Detail
  • Alfa Aesar

  • (A11455)  L-Phenylalanine methyl ester hydrochloride, 99%   

  • 7524-50-7

  • 250g

  • 4601.0CNY

  • Detail
  • Aldrich

  • (P17202)  L-Phenylalaninemethylesterhydrochloride  98%

  • 7524-50-7

  • P17202-10G

  • 503.10CNY

  • Detail
  • Aldrich

  • (P17202)  L-Phenylalaninemethylesterhydrochloride  98%

  • 7524-50-7

  • P17202-25G

  • 1,285.83CNY

  • Detail

7524-50-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name L-Phenylalanine methyl ester hydrochloride

1.2 Other means of identification

Product number -
Other names L-Phenylalanine, methyl ester, hydrochloride

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:7524-50-7 SDS

7524-50-7Synthetic route

methanol
67-56-1

methanol

L-phenylalanine
63-91-2

L-phenylalanine

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
With thionyl chloride 1.) from 0 deg C to RT, 100 min, 2.) reflux, 2 h;100%
With thionyl chloride for 2h; Heating;100%
With thionyl chloride at 20℃;100%
L-phenylalanine
63-91-2

L-phenylalanine

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
With thionyl chloride In methanol100%
With thionyl chloride In methanol at 0 - 20℃;100%
With thionyl chloride In methanol98%
(S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester
51987-73-6

(S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethyl acetate at 0℃; for 2h;100%
With hydrogenchloride In 1,4-dioxane for 2h;
With hydrogenchloride In 1,4-dioxane at 21 - 23℃; for 1h;
With hydrogenchloride In 1,4-dioxane at 21 - 23℃; for 1h;
L-phenylalanine
63-91-2

L-phenylalanine

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
With hydrogenchloride at 20℃; for 18h;99%
With hydrogenchloride Ambient temperature;
With hydrogenchloride at 20℃;
N-formyl-L-phenylalanine-methylester
2311-21-9

N-formyl-L-phenylalanine-methylester

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In methanol for 1h; Heating;99%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

L-phenylalanine
63-91-2

L-phenylalanine

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
In methanol at 20℃; for 24h;99%
methanol
67-56-1

methanol

(S)-3-amino-4-phenyl-2-butanone
52735-74-7

(S)-3-amino-4-phenyl-2-butanone

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
With thionyl chloride at 0 - 80℃; for 4.5h;98%
(S)-methyl 2-(2,4-dinitrophenylsulfonamido)-3-phenylpropanoate
196214-22-9

(S)-methyl 2-(2,4-dinitrophenylsulfonamido)-3-phenylpropanoate

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
Stage #1: (S)-methyl 2-(2,4-dinitrophenylsulfonamido)-3-phenylpropanoate With thiophenol In N,N-dimethyl-formamide at 20℃; for 0.25h;
Stage #2: With hydrogenchloride
96%
2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

(S)-N-acetylphenylalanine
3618-96-0

(S)-N-acetylphenylalanine

A

2-methylpropyl acetate
110-19-0

2-methylpropyl acetate

B

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
Stage #1: (S)-N-acetylphenylalanine With triphenyl phosphite; chlorine; triethylamine In tetrahydrofuran at -30℃;
Stage #2: 2-methyl-propan-1-ol In tetrahydrofuran at -30 - 20℃;
Stage #3: With water
A n/a
B 95%
methanol
67-56-1

methanol

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
With thionyl chloride at -10 - 20℃; for 16h;95%
With thionyl chloride at 0℃;93%
With acetyl chloride at 20℃; for 0.5h;
methanol
67-56-1

methanol

N-tert-butoxycarbonyl-L-phenylalanine
13734-34-4

N-tert-butoxycarbonyl-L-phenylalanine

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
With chloro-trimethyl-silane at 20℃; for 19h; Esterification; de-tert-butoxycarbonylation;94%
With thionyl chloride at 50℃; for 5h; Inert atmosphere;
methyl N-{[2-(trimethylsilyl)ethyl]sulfonyl}-L-phenylalaninate
106018-94-4

methyl N-{[2-(trimethylsilyl)ethyl]sulfonyl}-L-phenylalaninate

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
With cesium fluoride In N,N-dimethyl-formamide at 95℃; for 10h;87%
(S)-methyl 2-(2-nitrophenylsulfonamido)-3-phenylpropanoate
203873-67-0

(S)-methyl 2-(2-nitrophenylsulfonamido)-3-phenylpropanoate

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
Stage #1: (S)-methyl 2-(2-nitrophenylsulfonamido)-3-phenylpropanoate With 1,8-diazabicyclo[5.4.0]undec-7-ene; 2-hydroxyethanethiol In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: With hydrogenchloride
81%
(S)-2-benzylamino-3-phenyl-propionic acid methyl ester
66399-75-5, 84028-90-0

(S)-2-benzylamino-3-phenyl-propionic acid methyl ester

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
Stage #1: (S)-2-benzylamino-3-phenyl-propionic acid methyl ester With tert.-butylhydroperoxide; dirhodium(II) tetrakis(caprolactam) In acetonitrile at 20℃; for 16h;
Stage #2: With hydrogenchloride In diethyl ether at 20℃; for 6h;
78%
methyl (S)-3-phenyl-2-(1H-pyrrol-1-yl)propanoate
116763-08-7

methyl (S)-3-phenyl-2-(1H-pyrrol-1-yl)propanoate

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
Stage #1: methyl (S)-3-phenyl-2-(1H-pyrrol-1-yl)propanoate With ozone In methanol at -78℃; for 2.5h; Inert atmosphere;
Stage #2: With thiourea In methanol at -78 - 0℃; for 1.5h; Inert atmosphere;
Stage #3: With hydrogenchloride In 1,4-dioxane; methanol at 0 - 20℃; for 6h; Inert atmosphere;
71%
N-formyl-L-phenylalanine
13200-85-6

N-formyl-L-phenylalanine

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
With hydrogenchloride
methanol
67-56-1

methanol

DL-β-chloro-β-phenylalanine hydrochloride
126027-31-4

DL-β-chloro-β-phenylalanine hydrochloride

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
Yield given. Multistep reaction;
NPS-Phe-OMe
17349-27-8

NPS-Phe-OMe

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether
(S)-2-{[1-[(1S,2R,5R)-5-Methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl]-meth-(E)-ylidene]-amino}-3-phenyl-propionic acid methyl ester

(S)-2-{[1-[(1S,2R,5R)-5-Methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl]-meth-(E)-ylidene]-amino}-3-phenyl-propionic acid methyl ester

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether at 20℃; Hydrolysis;
L-phenylalanine
63-91-2

L-phenylalanine

methyl iodide
74-88-4

methyl iodide

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
Stage #1: L-phenylalanine With thionyl chloride
Stage #2: methyl iodide
methanol
67-56-1

methanol

Phe-Chlor
87877-11-0

Phe-Chlor

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

benzyl bromide
100-39-0

benzyl bromide

t-BuOCOCH2-X

t-BuOCOCH2-X

A

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

B

pyrrole

pyrrole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: LDA / tetrahydrofuran / -78 °C
1.2: 85 percent / tetrahydrofuran / -78 °C
2.1: aq. HCl / diethyl ether / 20 °C
View Scheme
Nps-L-Phe-OH
2688-22-4

Nps-L-Phe-OH

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 94 percent / dicyclohexylcarbodi-imide, 4-dimethylaminopyridine / 1) 0 deg C, 5 min, 2) 25 deg C, 3 h
2: HCl / diethyl ether
View Scheme
(R,S)-2-amino-3-phenylpropionamide
17193-31-6

(R,S)-2-amino-3-phenylpropionamide

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: enzymatic hydrolysis with pronase immobilized on ketonic polymer; effects of pH, substrat concentration, catalyst mass
2: 99 percent / SOCl2 / 3 h / Heating
View Scheme
methyl (2S)-2-amino-3-phenylpropanoate
2577-90-4

methyl (2S)-2-amino-3-phenylpropanoate

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water
C10H13NO2*C30H46N2O4*ClH
1202242-83-8

C10H13NO2*C30H46N2O4*ClH

A

(6S,17S)-1,4-di[N-(S)-α-phenylethyl]-1,4-diaza-6,17-dimethyl-7,10,13,19-tetraoxacyclooctadecane
1202242-75-8

(6S,17S)-1,4-di[N-(S)-α-phenylethyl]-1,4-diaza-6,17-dimethyl-7,10,13,19-tetraoxacyclooctadecane

B

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
In chloroform-d1; d(4)-methanol Equilibrium constant; Inert atmosphere;
C10H13NO2*C34H46N2O4*ClH
1202242-87-2

C10H13NO2*C34H46N2O4*ClH

A

(6S,17S)-1,4-di[N-(S)-α-phenylethyl]-1,4-diaza-6,17-dimethyl-11,12-benzo-7,10,13,19-tetraoxacyclooctadec-11-ene
1202242-76-9

(6S,17S)-1,4-di[N-(S)-α-phenylethyl]-1,4-diaza-6,17-dimethyl-11,12-benzo-7,10,13,19-tetraoxacyclooctadec-11-ene

B

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
In chloroform-d1; d(4)-methanol Equilibrium constant; Inert atmosphere;
C10H13NO2*C42H54N2O6*ClH
1202242-91-8

C10H13NO2*C42H54N2O6*ClH

A

(6S,17S)-1,4-di[N-(S)-α-phenylethyl]-1,4-diaza-6,17-diphenoxymethyl-7,10,13,19-tetraoxacyclooctadecane
1202242-77-0

(6S,17S)-1,4-di[N-(S)-α-phenylethyl]-1,4-diaza-6,17-diphenoxymethyl-7,10,13,19-tetraoxacyclooctadecane

B

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
In chloroform-d1; d(4)-methanol Equilibrium constant; Inert atmosphere;
Z-Leu-OH
2018-66-8

Z-Leu-OH

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

N-(benzyloxycarbonyl)-L-leucyl-L-phenylalanine methyl ester
10473-38-8, 16679-86-0, 120342-23-6, 4818-00-2

N-(benzyloxycarbonyl)-L-leucyl-L-phenylalanine methyl ester

Conditions
ConditionsYield
In ethyl acetate at 40℃; thermolysin, 0.05 M 2-(N-morpholino)ethanesulfonic acid - NaOH buffer pH 6.0 - 7.0, CaCl2;100%
With 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran at 0 - 20℃; for 21h;97%
With N-ethylmorpholine;; isobutyl chloroformate In ethyl acetate 1.) 1 h, -30 deg C, 2.) 1 h, room temperature;65%
t-Boc-L-valine
13734-41-3

t-Boc-L-valine

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

N-tert-butoxycarbonyl-L-valyl-L-phenylalanine methyl ester
20902-47-0

N-tert-butoxycarbonyl-L-valyl-L-phenylalanine methyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 24h;100%
Stage #1: t-Boc-L-valine With 2,6-dimethylpyridine; 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); 6-chloro-1-hydroxybenzotriazole In dichloromethane; N,N-dimethyl-formamide at 0℃; for 0.166667h;
Stage #2: methyl (2S)-2-amino-3-phenylpropanoate hydrochloride With 2,6-dimethylpyridine In dichloromethane; N,N-dimethyl-formamide
97%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; acetonitrile at 20℃; for 3h;89%
N-(tert-butyloxycarbonyl)-L-isoleucine
13139-16-7

N-(tert-butyloxycarbonyl)-L-isoleucine

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

(S)-methyl 2-((2S,3S)-2-((tert-butoxycarbonyl)amino)-3-methylpentanamido)-3-phenylpropanoate
97641-59-3

(S)-methyl 2-((2S,3S)-2-((tert-butoxycarbonyl)amino)-3-methylpentanamido)-3-phenylpropanoate

Conditions
ConditionsYield
Stage #1: N-(tert-butyloxycarbonyl)-L-isoleucine With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate at 20℃; for 0.166667h;
Stage #2: methyl (2S)-2-amino-3-phenylpropanoate hydrochloride at 20℃; for 1h;
100%
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetonitrile at 0 - 20℃; for 2h;98%
Stage #1: methyl (2S)-2-amino-3-phenylpropanoate hydrochloride With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; Inert atmosphere;
Stage #2: N-(tert-butyloxycarbonyl)-L-isoleucine With benzotriazol-1-ol In dichloromethane at 0℃; for 0.25h; Inert atmosphere;
Stage #3: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 12h; Inert atmosphere;
88%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

(S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester
51987-73-6

(S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane for 24h; Ambient temperature;100%
With triethylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;100%
In tetrahydrofuran; methanol at 20℃; for 4h; Inert atmosphere;99%
N-Cbz-L-Asp
1152-61-0

N-Cbz-L-Asp

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

N-benzyloxycarbonyl-L-aspartyl-L-phenylalanine methyl ester-L-phenylalanine methyl ester complex
68802-01-7

N-benzyloxycarbonyl-L-aspartyl-L-phenylalanine methyl ester-L-phenylalanine methyl ester complex

Conditions
ConditionsYield
With sodium hydroxide In water at 40℃; for 20h; immobilized thermolysin, pH 6.5;100%
BOC-ALA-HOBt
66024-53-1

BOC-ALA-HOBt

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

N-tert-butyloxycarbonylalanylphenylalanine methyl ester
2280-66-2

N-tert-butyloxycarbonylalanylphenylalanine methyl ester

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide for 0.5h;100%
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

(R)-2-azido-3-phenylpropanoic acid
118460-00-7

(R)-2-azido-3-phenylpropanoic acid

methyl <2R,2(2S)>-2-<2-azido-1-oxo-3-phenylamino>-3-phenylpropionate

methyl <2R,2(2S)>-2-<2-azido-1-oxo-3-phenylamino>-3-phenylpropionate

Conditions
ConditionsYield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride100%
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

(2S)-2-azido-3-phenylpropanoic acid
79410-35-8

(2S)-2-azido-3-phenylpropanoic acid

methyl <2R,2(2S)>-2-<2-azido-1-oxo-3-phenylamino>-3-phenylpropionate

methyl <2R,2(2S)>-2-<2-azido-1-oxo-3-phenylamino>-3-phenylpropionate

Conditions
ConditionsYield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide 1.) 0 deg C, 2 h; 2.) room temp., 24 h;100%
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

N-(tert-butoxycarbonyl)-2-methyl-L-proline
103336-06-7

N-(tert-butoxycarbonyl)-2-methyl-L-proline

N-(tertbutyloxycarbonyl)-α-methyl-L-prolyl-L-phenylalanine methyl ester
103336-07-8

N-(tertbutyloxycarbonyl)-α-methyl-L-prolyl-L-phenylalanine methyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide In dichloromethane Ambient temperature;100%
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

benzaldehyde
100-52-7

benzaldehyde

(S)-2-(benzylidene-amino)-3-phenyl-propionic acid methyl ester
68870-85-9, 120408-13-1, 137693-23-3, 40216-77-1

(S)-2-(benzylidene-amino)-3-phenyl-propionic acid methyl ester

Conditions
ConditionsYield
With magnesium sulfate; triethylamine In dichloromethane100%
Stage #1: methyl (2S)-2-amino-3-phenylpropanoate hydrochloride With magnesium sulfate; triethylamine In dichloromethane at 20℃; for 0.25h; Inert atmosphere;
Stage #2: benzaldehyde In dichloromethane at 20℃; Inert atmosphere;
97%
With triethylamine In chloroform at 0 - 20℃; for 24h; Inert atmosphere; Sealed tube;96%
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

methyl (E,S)-2-(4-methoxybenzylideneamino)-3-phenylpropionate
660838-99-3

methyl (E,S)-2-(4-methoxybenzylideneamino)-3-phenylpropionate

Conditions
ConditionsYield
With sodium carbonate In methanol for 12h; Ambient temperature;100%
With 4 A molecular sieve; titanium tetrachloride; sodium sulfate; triethylamine In dichloromethane at 20℃; for 8h;94%
With sodium hydrogencarbonate In methanol Reflux;87%
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

N-Benzyloxycarbonyl-L-proline
1148-11-4

N-Benzyloxycarbonyl-L-proline

N-carbobenzoxy-L-prolyl-L-phenylalanine methyl ester
23631-72-3

N-carbobenzoxy-L-prolyl-L-phenylalanine methyl ester

Conditions
ConditionsYield
With N-Ethylmaleimide; benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran at 25℃; for 18h; pH 7.0-7.5;100%
With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 19h;92%
With triethylamine; 2-Pyridon-1-yl diphenyl phosphate In N,N-dimethyl-formamide for 3h; Ambient temperature;85%
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

CBZ-piperazinesulfonyl chloride

CBZ-piperazinesulfonyl chloride

(S)-4-<<1-(methoxycarbonyl)-2-phenylethyl>sulfamoyl>piperazine-1-carboxylic acid benzyl ester

(S)-4-<<1-(methoxycarbonyl)-2-phenylethyl>sulfamoyl>piperazine-1-carboxylic acid benzyl ester

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane for 96h; Ambient temperature;100%
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

methyl (S)-2-ethyloxycarbonylamino-3-phenylpropanoate
91084-05-8

methyl (S)-2-ethyloxycarbonylamino-3-phenylpropanoate

Conditions
ConditionsYield
With sodium hydrogencarbonate In water at 0 - 20℃;100%
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;93%
With triethylamine In tetrahydrofuran at 0 - 20℃;87%
With sodium hydrogencarbonate for 4h; Ambient temperature; Yield given;
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

N-[3β-hydroxy-lup-20(29)-en-28-oyl]-8-aminooctanoic acid
150841-42-2

N-[3β-hydroxy-lup-20(29)-en-28-oyl]-8-aminooctanoic acid

(S)-2-{8-[((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-Acetoxy-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-icosahydro-cyclopenta[a]chrysene-3a-carbonyl)-amino]-octanoylamino}-3-phenyl-propionic acid methyl ester
174740-20-6

(S)-2-{8-[((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-Acetoxy-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-icosahydro-cyclopenta[a]chrysene-3a-carbonyl)-amino]-octanoylamino}-3-phenyl-propionic acid methyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane for 15h; Ambient temperature;100%
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

5-[tert-butoxycarbonyl-(3,5-di-tert-butylbenzyl)-amino]pentanoic acid
518033-67-5

5-[tert-butoxycarbonyl-(3,5-di-tert-butylbenzyl)-amino]pentanoic acid

2-{5-[tert-butoxycarbonyl(3,5-di-tert-butylbenzyl)amino]pentanoylamino}-3-phenylpropanoic acid methyl ester
518033-68-6

2-{5-[tert-butoxycarbonyl(3,5-di-tert-butylbenzyl)amino]pentanoylamino}-3-phenylpropanoic acid methyl ester

Conditions
ConditionsYield
Stage #1: 5-[tert-butoxycarbonyl-(3,5-di-tert-butylbenzyl)-amino]pentanoic acid With 1,1'-carbonyldiimidazole In dichloromethane for 0.333333h;
Stage #2: methyl (2S)-2-amino-3-phenylpropanoate hydrochloride With 1H-imidazole In dichloromethane at 20℃;
100%
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

(3S,4S)-1-(4-fluorobenzoyl)-3-triisopropylsiloxy-4-difluoromethylazetidin-2-one
740802-81-7

(3S,4S)-1-(4-fluorobenzoyl)-3-triisopropylsiloxy-4-difluoromethylazetidin-2-one

[(2S,3S)-4,4-difluoro-3-(4-fluorobenzoylamino)-2-triisopropylsiloxybutanoyl]-(S)-phenylalanine methyl ester

[(2S,3S)-4,4-difluoro-3-(4-fluorobenzoylamino)-2-triisopropylsiloxybutanoyl]-(S)-phenylalanine methyl ester

Conditions
ConditionsYield
With 4-methyl-morpholine In dichloromethane at 25℃; for 12h;100%
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Boc-Trp-OH
13139-14-5

Boc-Trp-OH

Nα-(tert-butoxycarbonyl)-L-tryptophyl-L-phenylalanine methyl ester
72156-62-8

Nα-(tert-butoxycarbonyl)-L-tryptophyl-L-phenylalanine methyl ester

Conditions
ConditionsYield
Stage #1: methyl (2S)-2-amino-3-phenylpropanoate hydrochloride With sodium carbonate In dichloromethane; water
Stage #2: Boc-Trp-OH With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 2h;
100%
With O‑(6‑chlorobezotriazol‑1‑yl)‑N,N,N,N‑tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere;99%
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetonitrile at 0 - 20℃; for 2h;96%
4-(1-carboxymethyl-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-ylmethyl)imidazole-1-carboxylic acid tert-butyl ester
847665-21-8

4-(1-carboxymethyl-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-ylmethyl)imidazole-1-carboxylic acid tert-butyl ester

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

4-{1-[(1-methoxycarbonyl-2-phenylethylcarbamoyl)methyl]-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-ylmethyl}-imidazole-1-carboxylic acid tert-butyl ester
847665-23-0

4-{1-[(1-methoxycarbonyl-2-phenylethylcarbamoyl)methyl]-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-ylmethyl}-imidazole-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃;100%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

methyl (S)-2-[bis(tert-butoxycarbonyl) amino]-3-phenylpropanoate
154409-62-8

methyl (S)-2-[bis(tert-butoxycarbonyl) amino]-3-phenylpropanoate

Conditions
ConditionsYield
Stage #1: methyl (2S)-2-amino-3-phenylpropanoate hydrochloride With sodium carbonate In tetrahydrofuran; water at 20℃; for 2h;
Stage #2: di-tert-butyl dicarbonate With dmap In acetonitrile at 20℃; for 12h;
100%
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / water; tetrahydrofuran / 16 h / 22 °C / Inert atmosphere
2: dmap / acetonitrile / 16 h / 22 °C / Inert atmosphere
View Scheme
2-pyrazylcarboxylic acid
98-97-5

2-pyrazylcarboxylic acid

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

N-(2-pyrazinylcarbonyl)-L-phenylalanine methyl ester
73058-37-4

N-(2-pyrazinylcarbonyl)-L-phenylalanine methyl ester

Conditions
ConditionsYield
With 4-methyl-morpholine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In dichloromethane; acetonitrile at -15 - 25℃; for 5h; Product distribution / selectivity;100%
With 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran at 0℃; for 2.66667h;98%
Stage #1: 2-pyrazylcarboxylic acid With benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran at 0℃; for 0.666667h;
Stage #2: methyl (2S)-2-amino-3-phenylpropanoate hydrochloride With 4-methyl-morpholine In tetrahydrofuran for 12h;
98%
sodium acetate
127-09-3

sodium acetate

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

(S)-N-acetylphenylalanine
3618-96-0

(S)-N-acetylphenylalanine

Conditions
ConditionsYield
With C16H20N5O2(1+)*Cl(1-) In dichloromethane at 20℃; for 0.166667h;100%
With 4-methyl-morpholine In methanol at 20℃; for 24h;90%
(2S-trans)-3-butyl-oxirane carboxylic acid.dicyclohexylammonium salt
387400-58-0

(2S-trans)-3-butyl-oxirane carboxylic acid.dicyclohexylammonium salt

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

pivaloyl chloride
3282-30-2

pivaloyl chloride

(2S-trans)-N-[(2S)-1-methoxy-1-oxo-3-phenyl-2-propyl]-3-butyloxiranecarboxamide

(2S-trans)-N-[(2S)-1-methoxy-1-oxo-3-phenyl-2-propyl]-3-butyloxiranecarboxamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran; ethyl acetate100%
(R)-3-benzyloxycarbonyl-2-pentylpropanoic acid
611212-55-6

(R)-3-benzyloxycarbonyl-2-pentylpropanoic acid

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

N-[(R)-3-benzyloxycarbonyl-2-pentylpropanoyl]-L-phenylalanine methyl ester
1035610-05-9

N-[(R)-3-benzyloxycarbonyl-2-pentylpropanoyl]-L-phenylalanine methyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h;100%
carbon monoxide
201230-82-2

carbon monoxide

17-iodo-5α-androst-16-ene
26313-26-8

17-iodo-5α-androst-16-ene

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

C30H41NO3
840474-62-6

C30H41NO3

Conditions
ConditionsYield
With palladium diacetate; triethylamine; triphenylphosphine at 100℃; for 8h;100%
O-methyl-N-tert-butoxycarbonyl-L-tyrosine
53267-93-9

O-methyl-N-tert-butoxycarbonyl-L-tyrosine

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

(S)-methyl 2-((S)-2-((tert-butoxycarbonyl)amino)-3-(4-methoxyphenyl)propanamido)-3-phenylpropanoate

(S)-methyl 2-((S)-2-((tert-butoxycarbonyl)amino)-3-(4-methoxyphenyl)propanamido)-3-phenylpropanoate

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane for 15h;100%
tert-butyl isothiocyanate
590-42-1

tert-butyl isothiocyanate

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

methyl [2-(3-tert-butyl-1-thioureido)]-3-phenylpropionate

methyl [2-(3-tert-butyl-1-thioureido)]-3-phenylpropionate

Conditions
ConditionsYield
Stage #1: methyl (2S)-2-amino-3-phenylpropanoate hydrochloride With triethylamine In tetrahydrofuran for 0.0833333h;
Stage #2: tert-butyl isothiocyanate In tetrahydrofuran for 1h; Heating / reflux;
100%

7524-50-7Relevant articles and documents

Microwave-Assisted Ruthenium- and Rhodium-Catalyzed Couplings of α-Amino Acid Ester-Derived Phosphinamides with Alkynes

Li, Xue-Hong,Gong, Jun-Fang,Song, Mao-Ping

supporting information, (2021/12/23)

Two different types of new phosphinamide α-amino ester derivatives have been prepared in moderate to high yields via ruthenium(II) and rhodium(III)-catalyzed ortho-C?H functionalization under microwave irradiation. Specifically, the ortho-alkenylated phosphinamides were produced through coupling of phosphinamides containing an α-substituted or α,α-disubstituted α-amino ester with internal alkynes under ruthenium catalysis. In contrast, Ru and the more effective Rh-catalyzed coupling of the α-unsubstituted glycine ester phosphinamide with alkynes resulted in formation of oxidative annulation products, phosphaisoquinolin-1-ones. The developed methods feature the use of easily accessible starting materials, short reaction time, exclusive E-stereoselectivity (for ortho-alkenylation) and good functional group tolerance. The alkenylation reaction was readily scaled up to gram scale. Furthermore, the obtained alkenylated phosphinamide could be transformed into P-containing dipeptides through hydrolysis of the ester group in the catalysis product and subsequent condensation with an α-amino ester.

Modular Fragment Synthesis and Bioinformatic Analysis Propose a Revised Vancoresmycin Stereoconfiguration

Adamek, Martina,Essig, Sebastian,Kurz, Michael,Menche, Dirk,Sch?nenbroicher, Max,Seul, Maximilian,Spindler, Stefanie,Wingen, Lukas M.,Ziemert, Nadine

supporting information, p. 1175 - 1180 (2021/01/13)

Elaborate fragments of the proposed stereostructure of the complex polyketide antibiotic vancoresmycin have been synthesized in a stereoselective fashion based on a modular and convergent approach. Significant nuclear magnetic resonance differences in one of these subunits compared with the natural product question the proposed stereoconfiguration. Consequently, an extensive bioinformatics analysis of the biosynthetic gene cluster was carried out, leading to a revised stereoconfigurational proposal for this highly potent antibiotic.

Palladium(II), silver(I), and gold(I) complexes of a new class of chiral bicyclic [1,2,3]-triazolooxazine derived N-heterocyclic carbenes (NHCs): Synthesis, structure and application studies

Kumar Gangwar, Manoj,Dey, Shreyata,Prakasham,Ghosh, Prasenjit

, (2021/02/05)

A new class of chiral bicyclic [1,2,3]-triazolooxazine derived N-heterocyclic carbene (NHC) ligands was synthesised in its enantiopure form from commercially available, cheap amino acid without undertaking any chiral resolution. In particular, the bicycli

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