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2304-94-1

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2304-94-1 Usage

Chemical Properties

White powder

Uses

N-Carbobenzoxy-β-alanine has been utilized for various synthesis applications including palladium-catalyzed asymmetric allylation of?β-diketones, branched linker that can increase the potency of doxorubicin immunoconjugates, and diacridines that intercalate nucleic acids and inhibit DNA synthesis.

Check Digit Verification of cas no

The CAS Registry Mumber 2304-94-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,3,0 and 4 respectively; the second part has 2 digits, 9 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 2304-94:
(6*2)+(5*3)+(4*0)+(3*4)+(2*9)+(1*4)=61
61 % 10 = 1
So 2304-94-1 is a valid CAS Registry Number.
InChI:InChI=1/C11H13NO4/c13-10(14)6-7-12-11(15)16-8-9-4-2-1-3-5-9/h1-5H,6-8H2,(H,12,15)(H,13,14)

2304-94-1 Well-known Company Product Price

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  • TCI America

  • (C0640)  N-Carbobenzoxy-β-alanine  >98.0%(T)

  • 2304-94-1

  • 1g

  • 195.00CNY

  • Detail
  • TCI America

  • (C0640)  N-Carbobenzoxy-β-alanine  >98.0%(T)

  • 2304-94-1

  • 10g

  • 1,180.00CNY

  • Detail
  • Alfa Aesar

  • (H59293)  N-Benzyloxycarbonyl-beta-alanine, 98%   

  • 2304-94-1

  • 5g

  • 341.0CNY

  • Detail
  • Alfa Aesar

  • (H59293)  N-Benzyloxycarbonyl-beta-alanine, 98%   

  • 2304-94-1

  • 25g

  • 1457.0CNY

  • Detail

2304-94-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-(phenylmethoxycarbonylamino)propanoic acid

1.2 Other means of identification

Product number -
Other names N-Carbobenzoxy-β-alanine

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:2304-94-1 SDS

2304-94-1Synthetic route

benzyl chloroformate
501-53-1

benzyl chloroformate

3-amino propanoic acid
107-95-9

3-amino propanoic acid

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

Conditions
ConditionsYield
With sodium hydroxide In water at 0 - 20℃;99%
With sodium carbonate In 1,4-dioxane; water at 20℃;96%
With sodium carbonate In 1,4-dioxane; water at 0 - 20℃;92%
3-[(N-benzyloxycarbonyl)amino]propanol
34637-22-4

3-[(N-benzyloxycarbonyl)amino]propanol

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

Conditions
ConditionsYield
With NADH oxidase; horse liver alcohol dehydrogenase Enzymatic reaction;10%
C18H20N4O4*H(1+)

C18H20N4O4*H(1+)

A

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

B

C7H9N3O*H(1+)

C7H9N3O*H(1+)

Conditions
ConditionsYield
With L-Phenylalanine amide; sodium chloride; calcium chloride In N,N-dimethyl-formamide at 25℃; for 3h; pH=8; aq. buffer;A 7.4%
B n/a
3-(benzyloxycarbonylamino)-propionic acid methyl ester
54755-77-0

3-(benzyloxycarbonylamino)-propionic acid methyl ester

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

Conditions
ConditionsYield
With sodium hydroxide
succinic acid anhydride
108-30-5

succinic acid anhydride

benzyl alcohol
100-51-6

benzyl alcohol

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

Conditions
ConditionsYield
(i) tBu3SnN3, dioxane, (ii) /BRN= 878307/, (iii) aq. NaOH; Multistep reaction;
(i) nBu3SnN3, THF, (ii) /BRN= 878307/; Multistep reaction;
N-carbobenzoxy-β-alanine-p-nitrophenyl ester
3642-91-9

N-carbobenzoxy-β-alanine-p-nitrophenyl ester

A

4-nitro-phenol
100-02-7

4-nitro-phenol

B

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

Conditions
ConditionsYield
With 1H-imidazole; water In ethanol at 25℃; Mechanism; Kinetics; phosphate buffer (pH=8.05);
N-benzyloxycarbonyl-L-aspartic acid anhydride
4515-23-5

N-benzyloxycarbonyl-L-aspartic acid anhydride

A

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

B

N-Cbz-Ala
1142-20-7

N-Cbz-Ala

Conditions
ConditionsYield
With hydrogenchloride; bis(1,5-cyclooctadiene)nickel (0); N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran for 8h; Product distribution; Heating; Further complex ligands.;
With hydrogenchloride; [2,2]bipyridinyl; bis(1,5-cyclooctadiene)nickel (0) 1.) THF, reflux, 8h.; Yield given. Multistep reaction. Yields of byproduct given;
With hydrogenchloride; bis(1,5-cyclooctadiene)nickel (0); N,N,N,N,-tetramethylethylenediamine 1.) THF, reflux, 8h.; Yield given. Multistep reaction. Yields of byproduct given;
3-(((benzyloxy)carbonyl)amino)propionic tert-butyl ester
18605-26-0

3-(((benzyloxy)carbonyl)amino)propionic tert-butyl ester

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

Conditions
ConditionsYield
With trifluoroacetic acid for 0.5h;
1-diazo-3-(N-benzyloxycarbonyl)amino-2-propanone
67865-70-7

1-diazo-3-(N-benzyloxycarbonyl)amino-2-propanone

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

Conditions
ConditionsYield
silver trifluoroacetate In 1,4-dioxane; water for 0.5h; Wolff rearrangement; sonication;
With silver benzoate In 1,4-dioxane; water at 110℃; under 3102.97 Torr; for 0.0166667h; Wolff rearrangement; Microwave irradiation; Closed vessel;
N-(Benzyloxycarbonyl)glycine
1138-80-3

N-(Benzyloxycarbonyl)glycine

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: ClCOOEt; N-methylmorpholine / tetrahydrofuran / 0.25 h / -15 °C
1.2: tetrahydrofuran; CH2Cl2 / -15 - 20 °C
2.1: CF3COOAg / dioxane; H2O / 0.5 h / sonication
View Scheme
benzyl chloroformate
501-53-1

benzyl chloroformate

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Et3N / 0.17 h / 20 °C
2: CF3CO2H / 0.5 h
View Scheme
benzyl alcohol
100-51-6

benzyl alcohol

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine
2: aq.-ethanolic NaOH
View Scheme
H-Sta-β-Ala-His-NH2

H-Sta-β-Ala-His-NH2

benzyl chloroformate
501-53-1

benzyl chloroformate

3-amino propanoic acid
107-95-9

3-amino propanoic acid

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

Conditions
ConditionsYield
With hydrogenchloride In sodium hydroxide; toluene
N-(benzyloxycarbonyl)-β-alanine (9-methoxy-3-oxo-3H-benzo[f]benzopyran-1-yl)methyl ester
1093125-18-8

N-(benzyloxycarbonyl)-β-alanine (9-methoxy-3-oxo-3H-benzo[f]benzopyran-1-yl)methyl ester

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

Conditions
ConditionsYield
In methanol for 8.55h; Kinetics; Wavelength; Time; UV-irradiation; aq. HEPES buffer;
N-(benzyloxycarbonyl)-L-β-alanine (6-methoxy-2-oxo-2H-benzo[h]benzopyran-4-yl)methyl ester
1333386-44-9

N-(benzyloxycarbonyl)-L-β-alanine (6-methoxy-2-oxo-2H-benzo[h]benzopyran-4-yl)methyl ester

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

Conditions
ConditionsYield
In methanol for 7.3h; Kinetics; Wavelength; Time; UV-irradiation; aq. HEPES buffer;
C19H18N2O5
1254122-51-4

C19H18N2O5

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

Conditions
ConditionsYield
With methanol for 0.0566667h; pH=7.2; Kinetics; Wavelength; Time; UV-irradiation; aq. HEPES buffer;
C23H20N2O5
1254122-53-6

C23H20N2O5

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

Conditions
ConditionsYield
With methanol for 0.08h; pH=7.2; Kinetics; Wavelength; Time; UV-irradiation; aq. HEPES buffer;
C23H20N2O7
1254122-55-8

C23H20N2O7

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

Conditions
ConditionsYield
With methanol for 0.463333h; pH=7.2; Kinetics; Wavelength; Time; UV-irradiation; aq. HEPES buffer;
C23H20N2O7
1254122-57-0

C23H20N2O7

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

Conditions
ConditionsYield
With methanol for 0.46h; pH=7.2; Kinetics; Wavelength; Time; UV-irradiation; aq. HEPES buffer;
3-benzyloxycarbonylaminopropionic acid benzyl ester
63613-10-5

3-benzyloxycarbonylaminopropionic acid benzyl ester

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

Conditions
ConditionsYield
With sodium hydroxide In methanol for 1h;
N-(benzyloxycarbonyl)-β-alanine [11-oxo-2,3,5,6,7,11-hexahydro-1H-pyrano[2,3-f]pyrido[3,2,1-ij]quinolin-9-yl]methyl ester

N-(benzyloxycarbonyl)-β-alanine [11-oxo-2,3,5,6,7,11-hexahydro-1H-pyrano[2,3-f]pyrido[3,2,1-ij]quinolin-9-yl]methyl ester

A

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

B

9-(hydroxymethyl)-2,3,6,7-tetrahydro-1H-pyrano[2,3-f]pyrido[3,2,1-ij]quinolin-11(5H)-one

9-(hydroxymethyl)-2,3,6,7-tetrahydro-1H-pyrano[2,3-f]pyrido[3,2,1-ij]quinolin-11(5H)-one

Conditions
ConditionsYield
In methanol for 0.0666667h; pH=7.2; Quantum yield; Kinetics; Solvent; Time; Wavelength; Irradiation;
3-[(N-benzyloxycarbonyl)amino]propanol
34637-22-4

3-[(N-benzyloxycarbonyl)amino]propanol

A

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

B

3-[(benzyloxycarbonyl)amino]propanal
65564-05-8

3-[(benzyloxycarbonyl)amino]propanal

C

benzyl (3-hydroperoxy-3-hydroxypropyl)carbamate

benzyl (3-hydroperoxy-3-hydroxypropyl)carbamate

D

dibenzyl (peroxybis(3-hydroxypropane-3,1-diyl))dicarbamate

dibenzyl (peroxybis(3-hydroxypropane-3,1-diyl))dicarbamate

Conditions
ConditionsYield
With chloroperoxidase from C. fumago; dihydrogen peroxide In aq. acetate buffer for 24h; pH=5.0; Kinetics; Time; Enzymatic reaction;A 1.5 μmol
B 11.5 μmol
C n/a
D 4.0 mg
3-[(N-benzyloxycarbonyl)amino]propanol
34637-22-4

3-[(N-benzyloxycarbonyl)amino]propanol

A

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

B

dibenzyl (peroxybis(3-hydroxypropane-3,1-diyl))dicarbamate

dibenzyl (peroxybis(3-hydroxypropane-3,1-diyl))dicarbamate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dihydrogen peroxide; chloroperoxidase from C. fumago / aq. acetate buffer / 24 h / pH 5.0 / Enzymatic reaction
2: dihydrogen peroxide; chloroperoxidase from C. fumago / aq. acetate buffer / 19 h / pH 5.0 / Enzymatic reaction
View Scheme
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

3-[(N-benzyloxycarbonyl)amino]propanol
34637-22-4

3-[(N-benzyloxycarbonyl)amino]propanol

A

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

B

3-[(benzyloxycarbonyl)amino]propanal
65564-05-8

3-[(benzyloxycarbonyl)amino]propanal

C

benzyl (3-(tert-butylperoxy)-3-hydroxypropyl)carbamate

benzyl (3-(tert-butylperoxy)-3-hydroxypropyl)carbamate

Conditions
ConditionsYield
With chloroperoxidase from C. fumago In aq. acetate buffer for 7h; pH=5.0; Kinetics; Time; Enzymatic reaction;A 2.6 μmol
B 16.1 μmol
C n/a
3-[(benzyloxycarbonyl)amino]propanal
65564-05-8

3-[(benzyloxycarbonyl)amino]propanal

A

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

B

dibenzyl (peroxybis(3-hydroxypropane-3,1-diyl))dicarbamate

dibenzyl (peroxybis(3-hydroxypropane-3,1-diyl))dicarbamate

Conditions
ConditionsYield
With chloroperoxidase from C. fumago; dihydrogen peroxide In aq. acetate buffer for 19h; pH=5.0; Kinetics; Enzymatic reaction;
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

3-[(benzyloxycarbonyl)amino]propanal
65564-05-8

3-[(benzyloxycarbonyl)amino]propanal

A

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

B

benzyl (3-(tert-butylperoxy)-3-hydroxypropyl)carbamate

benzyl (3-(tert-butylperoxy)-3-hydroxypropyl)carbamate

Conditions
ConditionsYield
With chloroperoxidase from C. fumago In aq. acetate buffer for 19h; pH=5.0; Kinetics; Enzymatic reaction;
2-(Trimethylsilyl)ethanol
2916-68-9

2-(Trimethylsilyl)ethanol

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

3-Benzyloxycarbonylamino-propionic acid 2-trimethylsilanyl-ethyl ester
512178-52-8

3-Benzyloxycarbonylamino-propionic acid 2-trimethylsilanyl-ethyl ester

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 5h; Inert atmosphere;100%
With dmap; dicyclohexyl-carbodiimide In dichloromethane
cycl-isopropylidene malonate
2033-24-1

cycl-isopropylidene malonate

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

[3-(2,2-dimethyl-4,6-dioxo-[1,3]dioxan-5-yl)-3-oxo-propyl]-carbamic acid benzyl ester
1246303-67-2

[3-(2,2-dimethyl-4,6-dioxo-[1,3]dioxan-5-yl)-3-oxo-propyl]-carbamic acid benzyl ester

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 20h; Inert atmosphere;100%
With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane for 4.08333h; Inert atmosphere;
3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

N-[(phenylmethoxy)carbonyl]-β-alanine chloride
51513-97-4

N-[(phenylmethoxy)carbonyl]-β-alanine chloride

Conditions
ConditionsYield
With oxalyl dichloride In dichloromethane at 25℃; for 4h;99%
With oxalyl dichloride In dichloromethane at 20 - 25℃; for 4h;99%
With oxalyl dichloride In dichloromethane at 20℃; for 6h;98%
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

2-(tert-butoxy)-2-oxoethyl 3-(((benzyloxy)carbonyl)amino)propanoate

2-(tert-butoxy)-2-oxoethyl 3-(((benzyloxy)carbonyl)amino)propanoate

Conditions
ConditionsYield
With potassium carbonate In acetone at 60℃; for 16h; Product distribution / selectivity;99%
With potassium carbonate In acetone at 60℃; for 16h; Product distribution / selectivity;99%
With potassium carbonate In [(2)H6]acetone at 20 - 60℃; for 16h; Reflux;99%
With potassium carbonate In acetone Reflux;99%
With potassium carbonate In acetone for 18h; Heating;
3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

benzyl (R)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate
6112-83-0

benzyl (R)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

(R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-3-(3-Benzyloxycarbonylamino-propionyloxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid benzyl ester

(R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-3-(3-Benzyloxycarbonylamino-propionyloxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid benzyl ester

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 16h;99%
3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

1-chloromethylpyrene
1086-00-6

1-chloromethylpyrene

N-(benzyloxycarbonyl)-L-β-alanine (pyren-1-yl)methyl ester

N-(benzyloxycarbonyl)-L-β-alanine (pyren-1-yl)methyl ester

Conditions
ConditionsYield
With potassium fluoride In N,N-dimethyl-formamide at 20℃;99%
3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

C34H47N5O5
1190769-03-9

C34H47N5O5

C45H58N6O8
1412423-25-6

C45H58N6O8

Conditions
ConditionsYield
Stage #1: 3-(benzyloxycarbonylamino)propanoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 0.25h;
Stage #2: C34H47N5O5 In dichloromethane at 20℃;
99%
3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

phenethylamine
64-04-0

phenethylamine

benzyl 3-oxo-3-(phenethylamino)propylcarbamate

benzyl 3-oxo-3-(phenethylamino)propylcarbamate

Conditions
ConditionsYield
With diethyl cyanophosphonate; triethylamine In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;99%
1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

N-benzyloxycarbonyl-3-aminopropionic acid succinimide ester
53733-97-4

N-benzyloxycarbonyl-3-aminopropionic acid succinimide ester

Conditions
ConditionsYield
With polymer supported ethyl dimethylaminopropylcarbodiimide In chloroform; N,N-dimethyl-formamide for 14h;98%
With dicyclohexyl-carbodiimide In 1,4-dioxane stirred overnight;
With dicyclohexyl-carbodiimide In acetonitrile for 2h; Ambient temperature;
With diisopropyl-carbodiimide In 1,4-dioxane for 2h;
3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

8-(chloromethyl)-2-methyl-6-oxo-6H-benzopyrano[6,7-d]oxazole
1254122-49-0

8-(chloromethyl)-2-methyl-6-oxo-6H-benzopyrano[6,7-d]oxazole

C23H20N2O7
1254122-57-0

C23H20N2O7

Conditions
ConditionsYield
With potassium fluoride In N,N-dimethyl-formamide at 20℃; for 24h;98%
3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

4-amino-4-(2-tert-butoxycarbonylethyl)heptanedioic acid di-tertbutyl ester
136586-99-7

4-amino-4-(2-tert-butoxycarbonylethyl)heptanedioic acid di-tertbutyl ester

4-(3-benzyloxycarbonylaminopropionylamino)-4-(2-tert-butoxycarbonylethyl)heptanedioic acid di-tert-butyl ester

4-(3-benzyloxycarbonylaminopropionylamino)-4-(2-tert-butoxycarbonylethyl)heptanedioic acid di-tert-butyl ester

Conditions
ConditionsYield
With HATU In N,N-dimethyl-formamide at 20℃; for 16h;98%
With N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 16h;98%
3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

2,2'-dimethyl-[1,1'-biphenyl]iodonium trifluoromethanesulfonate salt

2,2'-dimethyl-[1,1'-biphenyl]iodonium trifluoromethanesulfonate salt

C25H24INO4

C25H24INO4

Conditions
ConditionsYield
With copper diacetate; sodium carbonate; (3aR,3a'R,8aS,8a'S)-2,2'-(propane-2,2-diyl)bis(8,8a-dihydro-3aH-indeno[1,2-d]oxazole) In dichloromethane; water at 30℃; for 12h; enantioselective reaction;97%
3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

2’-carboxybenzoylpaclitaxel
148930-30-7

2’-carboxybenzoylpaclitaxel

2’-carboxybenzoyl-7-(N-carboxybenzoyl-β-alanyl)paclitaxel
264254-84-4

2’-carboxybenzoyl-7-(N-carboxybenzoyl-β-alanyl)paclitaxel

Conditions
ConditionsYield
With dmap In dichloromethane at 20℃; for 20h;96%
With dmap; dicyclohexyl-carbodiimide at 23℃; for 18h; Inert atmosphere;95%
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃;90.5%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

dimethyl amine
124-40-3

dimethyl amine

N',N'-dimethyl-N-carbobenzoxy-β-alaninamide
23159-09-3

N',N'-dimethyl-N-carbobenzoxy-β-alaninamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 24h;95%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 72h;90%
(i) ClCO2Et, Et3N, CHCl3, (ii) /BRN= 605257/; Multistep reaction;
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In 1,4-dioxane at 0℃; for 1.5h;
3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

Z-β-alanine pentafluorophenyl ester
138516-82-2

Z-β-alanine pentafluorophenyl ester

Conditions
ConditionsYield
With polymer supported ethyl dimethylaminopropylcarbodiimide In chloroform; N,N-dimethyl-formamide for 14h;95%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In ethyl acetate87%
With dicyclohexyl-carbodiimide In ethyl acetate; N,N-dimethyl-formamide at 0 - 5℃;
3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

phenylmethanethiol
100-53-8

phenylmethanethiol

3-Benzyloxycarbonylamino-thiopropionic acid S-benzyl ester

3-Benzyloxycarbonylamino-thiopropionic acid S-benzyl ester

Conditions
ConditionsYield
With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In chloroform for 16h;95%
methanol
67-56-1

methanol

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

3-(benzyloxycarbonylamino)-propionic acid methyl ester
54755-77-0

3-(benzyloxycarbonylamino)-propionic acid methyl ester

Conditions
ConditionsYield
With thionyl chloride at 0 - 20℃; for 12h;95%
With hydrogenchloride for 0.333333h; Heating;22.7 g
3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

allyl bromide
106-95-6

allyl bromide

2-propen-1-yl 3-(phenylmethoxycarbonylamino)propanoate
1062263-64-2

2-propen-1-yl 3-(phenylmethoxycarbonylamino)propanoate

Conditions
ConditionsYield
With potassium carbonate In acetone Reflux;95%
With potassium carbonate In acetone Reflux;95%
3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

2-(bromomethyl)-8-methyl-6-oxo-6H-benzopyrano[6,7-d]oxazole
1254122-48-9

2-(bromomethyl)-8-methyl-6-oxo-6H-benzopyrano[6,7-d]oxazole

C23H20N2O7
1254122-55-8

C23H20N2O7

Conditions
ConditionsYield
With potassium fluoride In N,N-dimethyl-formamide at 20℃; for 5h;95%
mono-tert-butyl malonate
40052-13-9

mono-tert-butyl malonate

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

tert-butyl 5-(((benzyloxy)carbonyl)amino)-3-oxopentanoate

tert-butyl 5-(((benzyloxy)carbonyl)amino)-3-oxopentanoate

Conditions
ConditionsYield
Stage #1: 3-(benzyloxycarbonylamino)propanoic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 25℃; for 18h;
Stage #2: mono-tert-butyl malonate With isopropylmagnesium chloride In tetrahydrofuran at 0 - 40℃; for 5.5h;
95%
3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

[2-(2-carbamoyl-1-methyl-vinylamino)-ethyl]-carbamic acid tert-butyl ester
1236069-47-8

[2-(2-carbamoyl-1-methyl-vinylamino)-ethyl]-carbamic acid tert-butyl ester

[5-(2-tert-butoxycarbonylamino-ethylamino)-4-carbamoyl-3-oxo-hex-4-enyl]carbamic acid benzyl ester

[5-(2-tert-butoxycarbonylamino-ethylamino)-4-carbamoyl-3-oxo-hex-4-enyl]carbamic acid benzyl ester

Conditions
ConditionsYield
Stage #1: 3-(benzyloxycarbonylamino)propanoic acid With 4-methyl-morpholine; chloroformic acid ethyl ester In dichloromethane at 0℃; for 0.0833333h;
Stage #2: [2-(2-carbamoyl-1-methyl-vinylamino)-ethyl]-carbamic acid tert-butyl ester With dmap In dichloromethane at 0 - 20℃; for 1h;
95%
3-amino-propionic acid ethyl ester
924-73-2

3-amino-propionic acid ethyl ester

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

N-(N-benzyloxycarbonyl-β-alanyl)-β-alanine ethyl ester
71710-18-4

N-(N-benzyloxycarbonyl-β-alanyl)-β-alanine ethyl ester

Conditions
ConditionsYield
With 1-ethyl-piperidine; dicyclohexyl-carbodiimide In dichloromethane 1) -5 deg C; 2) 0 deg C, 2 h; 3) 12h, room temp.;93%
3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

1-O-allyl-2,3-di-O-benzyl-6-O-tosyl-β-D-glucose
760178-19-6

1-O-allyl-2,3-di-O-benzyl-6-O-tosyl-β-D-glucose

1-O-allyl-2,3-di-O-benzyl-4-O-(carbobenzoxy-β-alanyl)-6-O-tosyl-β-D-glucopyranoside
760178-20-9

1-O-allyl-2,3-di-O-benzyl-4-O-(carbobenzoxy-β-alanyl)-6-O-tosyl-β-D-glucopyranoside

Conditions
ConditionsYield
With pyridine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 18h;93%
With pyridine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;89%
3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

(S)-2-amino-N1,N5-didodecylpentanediamide
35088-96-1

(S)-2-amino-N1,N5-didodecylpentanediamide

N',N
111682-03-2

N',N"-didodecyl-Nα-[(3-(N'''-benzyloxycarbonyl)amino)propanoyl]-L-glutamide

Conditions
ConditionsYield
With diethyl cyanophosphonate; triethylamine In tetrahydrofuran at 20℃; for 24h;93%
C52H95N13O18

C52H95N13O18

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

C63H106N14O21
651354-69-7

C63H106N14O21

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃;93%
3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyloleanate acid

2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyloleanate acid

N-Cbz-3-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl olean-12-en-28-oate-3-yl)oxy-3-oxopropylamine
1434557-30-8

N-Cbz-3-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl olean-12-en-28-oate-3-yl)oxy-3-oxopropylamine

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 25℃; for 12h;93%
1-aza-18-crown-6
33941-15-0

1-aza-18-crown-6

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

N-<3-propanoyl>-1-aza-18-crown-6
139346-62-6

N-<3-propanoyl>-1-aza-18-crown-6

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In dichloromethane Ambient temperature;92%
3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

NG-2,2,5,7,8-pentamethylchroman-6-sulfonyl-L-arginine
112160-37-9

NG-2,2,5,7,8-pentamethylchroman-6-sulfonyl-L-arginine

N-α-[N-(benzyloxycarbonyl)-β-alanyl]-N-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)arginine
221665-11-8

N-α-[N-(benzyloxycarbonyl)-β-alanyl]-N-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)arginine

Conditions
ConditionsYield
With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 12h; Condensation;92%
With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide 1.) DMF, room temperature, overnight, 2.) room temperature, overnight; Yield given; Multistep reaction;
C42H42N4O4

C42H42N4O4

3-(benzyloxycarbonylamino)propanoic acid
2304-94-1

3-(benzyloxycarbonylamino)propanoic acid

C45H47N5O5

C45H47N5O5

Conditions
ConditionsYield
With benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃;92%

2304-94-1Relevant articles and documents

A remarkable enhancement of selectivity towards versatile analytes by a strategically integrated H-bonding site containing phase

Mallik, Abul K.,Qiu, Hongdeng,Kuwahara, Yutaka,Takafuji, Makoto,Ihara, Hirotaka

, p. 14243 - 14246 (2015)

A double β-alanylated l-glutamide-derived organic phase has been newly designed and synthesized in such a way that integrated H-bonding (interaction) sites make it very suitable for the separation of versatile analytes, including shape-constrained isomers, and nonpolar, polar and basic compounds. The β-alanine residues introduced into two long-chain alkyl group moieties provide ordered polar groups through H-bonding among the amide groups.

Dioxygen activation with molybdenum complexes bearing amide-functionalized iminophenolate ligands

Zwettler, Niklas,Ehweiner, Madeleine A.,Schachner, J?rg A.,Dupé, Antoine,Belaj, Ferdinand,M?sch-Zanetti, Nadia C.

, (2019/05/24)

Two novel iminophenolate ligands with amidopropyl side chains (HL2 and HL3) on the imine functionality have been synthesized in order to prepare dioxidomolybdenum(VI) complexes of the general structure [MoO2L2] featuring pendant internal hydrogen bond donors. For reasons of comparison, a previously published complex featuring n-butyl side chains (L1) was included in the investigation. Three complexes (1-3) obtained using these ligands (HL1-HL3) were able to activate dioxygen in an in situ approach: The intermediate molybdenum(IV) species [MoO(PMe3)L2] is first generated by treatment with an excess of PMe3. Subsequent reaction with dioxygen leads to oxido peroxido complexes of the structure [MoO(O2)L2]. For the complex employing the ligand with the n-butyl side chain, the isolation of the oxidomolybdenum(IV) phosphino complex [MoO(PMe3)(L1) 2] (4) was successful, whereas the respective Mo(IV) species employing the ligands with the amidopropyl side chains were found to be not stable enough to be isolated. The three oxido peroxido complexes of the structure [MoO(O2)L2] (9-11) were systematically compared to assess the influence of internal hydrogen bonds on the geometry as well as the catalytic activity in aerobic oxidation. All complexes were characterized by spectroscopic means. Furthermore, molecular structures were determined by single-crystal X-ray diffraction analyses of HL3, 1-3, 9-11 together with three polynuclear products {[MoO(L2) 2]2 (μ-O)} (7), {[MoO(L2)] 4 (μ-O) 6} (8) and [C9H13N2O]4 [Mo8O26] 6OPMe3 (12) which were obtained during the synthesis of reduced complexes of the type [MoO(PMe3)L2] (4-6).

Combined inhibition of the EGFR/AKT pathways by a novel conjugate of quinazoline with isothiocyanate

Tarozzi, Andrea,Marchetti, Chiara,Nicolini, Benedetta,D'Amico, Massimo,Ticchi, Nicole,Pruccoli, Letizia,Tumiatti, Vincenzo,Simoni, Elena,Lodola, Alessio,Mor, Marco,Milelli, Andrea,Minarini, Anna

, p. 283 - 291 (2016/05/10)

Epidermal growth factor receptor inhibitors (EGFR-TKIs) represent a class of compounds widely used in anticancer therapy. An increasing number of studies reports on combination therapies in which the block of the EGFR-TK activity is associated with inhibition of its downstream pathways, as PI3K-Akt. Sulforaphane targets the PI3K-Akt pathway whose dysregulation is implicated in many functions of cancer cells. According to these considerations, a series of multitarget molecules have been designed by combining key structural features derived from an EGFR-TKI, PD168393, and the isothiocyanate sulforaphane. Among the obtained molecules 1-6, compound 6 emerges as a promising lead compound able to exert antiproliferative and proapoptotic effects in A431 epithelial cancer cell line by covalently binding to EGFR-TK, and reducing the phosphorylation of Akt without affecting the total Akt levels.

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