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13726-67-5

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13726-67-5 Usage

Chemical Properties

white to off-white crystalline powder

Uses

N-Boc-L-aspartic acid is an N-Boc-protected form of L-Aspartic acid (A790024). L-Aspartic acid is a nonessential amino acid that is used to biosynthesize other amino acids within the human body. L-Aspartic acid also increases membrane conductance of mammalian neurons by voltage-dependent means, causing depolarization and nerve impulses that travel to key areas of the central nervous system.

Check Digit Verification of cas no

The CAS Registry Mumber 13726-67-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,7,2 and 6 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 13726-67:
(7*1)+(6*3)+(5*7)+(4*2)+(3*6)+(2*6)+(1*7)=105
105 % 10 = 5
So 13726-67-5 is a valid CAS Registry Number.
InChI:InChI=1/C9H15NO6/c1-9(2,3)16-8(15)10-5(7(13)14)4-6(11)12/h5H,4H2,1-3H3,(H,10,15)(H,11,12)(H,13,14)/t5-/m1/s1

13726-67-5 Well-known Company Product Price

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  • Detail
  • TCI America

  • (B2270)  N-(tert-Butoxycarbonyl)-L-aspartic Acid  >98.0%(HPLC)(T)

  • 13726-67-5

  • 5g

  • 315.00CNY

  • Detail
  • Alfa Aesar

  • (L08498)  N-Boc-L-aspartic acid, 98%   

  • 13726-67-5

  • 1g

  • 143.0CNY

  • Detail
  • Alfa Aesar

  • (L08498)  N-Boc-L-aspartic acid, 98%   

  • 13726-67-5

  • 5g

  • 467.0CNY

  • Detail
  • Aldrich

  • (408468)  Boc-Asp-OH  99%

  • 13726-67-5

  • 408468-1G

  • 136.89CNY

  • Detail

13726-67-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name Boc-Asp-OH

1.2 Other means of identification

Product number -
Other names BOC-L-Aspatic

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:13726-67-5 SDS

13726-67-5Synthetic route

Boc-β-3-picolyl-L-aspartic acid
116596-40-8

Boc-β-3-picolyl-L-aspartic acid

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In water; acetic acid for 0.5h;100%
BOC-L-aspartic acid 4-benzyl ester
7536-58-5

BOC-L-aspartic acid 4-benzyl ester

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

Conditions
ConditionsYield
With magnesium; hydrazinium monoformate In methanol at 25℃; for 1h;95%
With hydrogen In ethanol at 20℃; under 760.051 Torr; for 4h; Schlenk technique;93%
With hydrogen In ethanol for 1h;80%
Boc-Asp(O-cyclohexyl)-OH
73821-95-1

Boc-Asp(O-cyclohexyl)-OH

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

Conditions
ConditionsYield
With magnesium; hydrazinium monoformate In methanol at 25℃; for 2h;93%
L-Aspartic acid
56-84-8

L-Aspartic acid

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane; water at 20℃; Cooling with ice;85%
Stage #1: L-Aspartic acid With sodium hydroxide In 1,4-dioxane; water
Stage #2: di-tert-butyl dicarbonate In 1,4-dioxane; water at 20℃;
85%
With sodium hydroxide In 1,4-dioxane; water at 10 - 20℃;78%
L-Aspartic acid
56-84-8

L-Aspartic acid

tert-butyl (2,4-dioxo-3-azaspiro[5,5]undecan-3-yl) carbonate

tert-butyl (2,4-dioxo-3-azaspiro[5,5]undecan-3-yl) carbonate

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

Conditions
ConditionsYield
With sodium hydroxide In water; acetonitrile at 25℃; for 15h;80%
L-Aspartic acid
56-84-8

L-Aspartic acid

tert-butyl 2-oxo-1,3-oxazole-3(2H)-carboxylate
75844-68-7

tert-butyl 2-oxo-1,3-oxazole-3(2H)-carboxylate

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

Conditions
ConditionsYield
With dmap In 1,4-dioxane; water for 15h; Ambient temperature;77%
L-Aspartic acid
56-84-8

L-Aspartic acid

dimethylsulfonium methylsulfate

dimethylsulfonium methylsulfate

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

Conditions
ConditionsYield
With triethylamine In water Ambient temperature;75%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

L-Aspartic acid bis(trimethylsilyl) ester
5269-42-1

L-Aspartic acid bis(trimethylsilyl) ester

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

Conditions
ConditionsYield
In tetrahydrofuran at 23℃;67%
L-Aspartic acid
56-84-8

L-Aspartic acid

1,2,2,2-Tetrachloroethyl tert-Butyl Carbonate
98015-52-2

1,2,2,2-Tetrachloroethyl tert-Butyl Carbonate

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane; water at 20℃; for 6h;60%
With triethylamine In 1,4-dioxane; water at 20℃; for 24h;60%
With triethylamine In 1,4-dioxane; water60%
N-Boc-L-aspartic acid (β-benzyl) α-phenacyl ester
149636-02-2

N-Boc-L-aspartic acid (β-benzyl) α-phenacyl ester

A

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

B

Boc-Asp-OPac

Boc-Asp-OPac

Conditions
ConditionsYield
With hydrogen In ethyl acetate Yields of byproduct given;A n/a
B 40%
N-(tert-butyloxycarbonyl) azide
1070-19-5

N-(tert-butyloxycarbonyl) azide

L-Aspartic acid
56-84-8

L-Aspartic acid

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

tert-butyl (quinolin-8-yl)carbonate
18595-55-6

tert-butyl (quinolin-8-yl)carbonate

L-Aspartic acid
56-84-8

L-Aspartic acid

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

Conditions
ConditionsYield
With sodium hydroxide In N,N-dimethyl-formamide
L-Aspartic acid
56-84-8

L-Aspartic acid

tert-butyl fluoroformate
18595-34-1

tert-butyl fluoroformate

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane
L-Aspartic acid
56-84-8

L-Aspartic acid

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile
58632-95-4

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane; water Ambient temperature;
BOC-asn-PNP
1043921-06-7

BOC-asn-PNP

A

4-nitro-phenol
100-02-7

4-nitro-phenol

B

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

Conditions
ConditionsYield
With (S)-2-Octanol; borate buffer; water; Bis-2-octyl sodium sulphosuccinate; 1H-imidazole In n-heptane at 25℃; Rate constant; kL; pH= 8.0; other racemic or chiral surfactant and cosurfactants and other proportions of water and surfactant;
Nα,Nca-di-tert-butyloxycarbonylasparagine
98115-12-9

Nα,Nca-di-tert-butyloxycarbonylasparagine

A

tert-butyl carbamate
4248-19-5

tert-butyl carbamate

B

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

Conditions
ConditionsYield
With sodium hydroxide
(S)-2-tert-Butoxycarbonylamino-succinic acid 4-[2-(4-acetyl-2-nitro-phenyl)-ethyl] ester
156589-19-4

(S)-2-tert-Butoxycarbonylamino-succinic acid 4-[2-(4-acetyl-2-nitro-phenyl)-ethyl] ester

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran for 0.0833333h; Product distribution; reactions of derivatives under var. conditions;
N-2-(tert-butoxycarbonyl)-L-asparaginyl-L-alanine
56357-42-7

N-2-(tert-butoxycarbonyl)-L-asparaginyl-L-alanine

A

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

B

(S)-2-((S)-3-tert-Butoxycarbonylamino-2,5-dioxo-pyrrolidin-1-yl)-propionic acid

(S)-2-((S)-3-tert-Butoxycarbonylamino-2,5-dioxo-pyrrolidin-1-yl)-propionic acid

C

Boc-Asp-Ala-OH

Boc-Asp-Ala-OH

D

Boc-Asp(Ala-OH)-OH

Boc-Asp(Ala-OH)-OH

Conditions
ConditionsYield
With barium dihydroxide at 37℃; for 40h; Hydrolysis; rearrangement; Further byproducts given. Title compound not separated from byproducts;
C19H30N2O7S

C19H30N2O7S

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 80 percent / Et3N / acetonitrile / 5 h / 5 °C
2: 75 percent / Et3N / H2O / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: triethylamine / acetonitrile / 5 h / 0 - 30 °C
2: sodium hydroxide / acetonitrile; water / 15 h / 25 °C
View Scheme
Boc-Asp(O(3-Pic))-O(3-Pic)
116596-38-4

Boc-Asp(O(3-Pic))-O(3-Pic)

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: LiOH / acetone; H2O
2: 100 percent / H2 / 10percent Pd/C / acetic acid; H2O / 0.5 h
View Scheme
Boc-Asp-OH
13726-67-5

Boc-Asp-OH

(L)-phenylalanine ethyl ester hydrochloride
3182-93-2

(L)-phenylalanine ethyl ester hydrochloride

C30H41N3O7

C30H41N3O7

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; Inert atmosphere;100%
Boc-Asp-OH
13726-67-5

Boc-Asp-OH

L-Aspartic acid
56-84-8

L-Aspartic acid

Conditions
ConditionsYield
With tetradecyl(trihexyl)phosphonium bistriflamide; trifluoroacetic acid at 130℃; for 0.166667h; Ionic liquid;99%
at 130℃; for 1h;81%
Boc-Asp-OH
13726-67-5

Boc-Asp-OH

methyl iodide
74-88-4

methyl iodide

dimethyl N-tert-butoxycarbonyl-L-aspartate
130622-08-1, 55747-84-7

dimethyl N-tert-butoxycarbonyl-L-aspartate

Conditions
ConditionsYield
With sodium chloride; potassium carbonate In water99%
Stage #1: Boc-Asp-OH With potassium carbonate In N,N-dimethyl-formamide for 0.166667h; Inert atmosphere; Cooling with ice;
Stage #2: methyl iodide In N,N-dimethyl-formamide at 0 - 20℃; for 1.5h; Inert atmosphere;
8.5 g
Boc-Asp-OH
13726-67-5

Boc-Asp-OH

(2,4,6-trimethoxyphenyl)methanethiol
212555-23-2

(2,4,6-trimethoxyphenyl)methanethiol

S,S'-bis(2,4,6-trimethoxybenzyl) N-tert-butoxycarbonyl-L-dithioaspartate
1234549-10-0

S,S'-bis(2,4,6-trimethoxybenzyl) N-tert-butoxycarbonyl-L-dithioaspartate

Conditions
ConditionsYield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 25℃; for 1h;99%
tetradecylamine
2016-42-4

tetradecylamine

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

N-Boc-N’,N’’-di(myristoyl)-L-aspartamide

N-Boc-N’,N’’-di(myristoyl)-L-aspartamide

Conditions
ConditionsYield
Stage #1: Boc-Asp-OH With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide
Stage #2: tetradecylamine In N,N-dimethyl-formamide
97%
Boc-Asp-OH
13726-67-5

Boc-Asp-OH

Stigmasterol
83-48-7

Stigmasterol

N-Boc-aspartyl stigmasterol ester

N-Boc-aspartyl stigmasterol ester

Conditions
ConditionsYield
Stage #1: Boc-Asp-OH With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0℃; for 1h;
Stage #2: Stigmasterol In dichloromethane at 0 - 25℃; for 24h;
95.8%
Boc-Asp-OH
13726-67-5

Boc-Asp-OH

N-tert-butyloxycarbonylaspartic acid anhydride
91240-51-6, 120409-48-5, 30750-74-4

N-tert-butyloxycarbonylaspartic acid anhydride

Conditions
ConditionsYield
With diisopropyl-carbodiimide In ethyl acetate for 2h;95%
With dicyclohexyl-carbodiimide In ethyl acetate at 0 - 20℃; for 25h;94%
With dicyclohexyl-carbodiimide In ethyl acetate
With dicyclohexyl-carbodiimide In ethyl acetate Cyclization;
With (2-chloropropyl)dimethylamine hydrochloride In tetrahydrofuran at 20℃; for 4h;
1-aminodecane
2016-57-1

1-aminodecane

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

((S)-1,2-Bis-decylcarbamoyl-ethyl)-carbamic acid tert-butyl ester

((S)-1,2-Bis-decylcarbamoyl-ethyl)-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In acetonitrile for 3h; Ambient temperature;94%
hexan-1-amine
111-26-2

hexan-1-amine

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

((S)-1,2-Bis-hexylcarbamoyl-ethyl)-carbamic acid tert-butyl ester

((S)-1,2-Bis-hexylcarbamoyl-ethyl)-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In acetonitrile for 3h; Ambient temperature;93%
n-Octylamine
111-86-4

n-Octylamine

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

N-Boc-L-Asp-dioctylamide

N-Boc-L-Asp-dioctylamide

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane92%
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In acetonitrile for 3h; Ambient temperature;90%
Boc-Asp-OH
13726-67-5

Boc-Asp-OH

3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctylamine
30556-86-6

3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctylamine

[(S)-1,2-Bis-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester

[(S)-1,2-Bis-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane92%
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In acetonitrile for 3h; Ambient temperature;66%
Boc-Asp-OH
13726-67-5

Boc-Asp-OH

dibenzylamine
103-49-1

dibenzylamine

(1,2-bis-dibenzylcarbamoyl-ethyl)-carbamic acid tert-butyl ester
219959-90-7

(1,2-bis-dibenzylcarbamoyl-ethyl)-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane for 20h;92%
Boc-Asp-OH
13726-67-5

Boc-Asp-OH

benzylamine
100-46-9

benzylamine

C23H29N3O4

C23H29N3O4

Conditions
ConditionsYield
Stage #1: Boc-Asp-OH With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide In dichloromethane; N,N-dimethyl-formamide at 0℃; for 0.166667h;
Stage #2: benzylamine With triethylamine In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 24h;
91%
Boc-Asp-OH
13726-67-5

Boc-Asp-OH

tris[(benzyloxy)methyl]aminomethane
401894-77-7

tris[(benzyloxy)methyl]aminomethane

[1,2-bis-(2-benzyloxy-1,1-bis-benzyloxymethyl-ethylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester

[1,2-bis-(2-benzyloxy-1,1-bis-benzyloxymethyl-ethylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester

Conditions
ConditionsYield
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 In N,N-dimethyl acetamide at 20℃; for 15h;90.3%
Boc-Asp-OH
13726-67-5

Boc-Asp-OH

allyl alcohol
107-18-6

allyl alcohol

N-tert-Butoxycarbonyl-L-asaraginsaeure-α-allylester
88224-27-5

N-tert-Butoxycarbonyl-L-asaraginsaeure-α-allylester

Conditions
ConditionsYield
With CLEA-Alcalase In tert-butyl methyl ether at 50℃; for 16h; Molecular sieve;89%
hexadecylamine
143-27-1

hexadecylamine

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

(1,2-bis-hexadecylcarbamoyl-ethyl)-carbamic acid tert-butyl ester
229467-48-5

(1,2-bis-hexadecylcarbamoyl-ethyl)-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With dmap; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; 1-hydroxybenzotriazol-hydrate In chloroform; N,N-dimethyl-formamide at 20℃; for 3h;88%
With dmap; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate
2-(Trimethylsilyl)ethanol
2916-68-9

2-(Trimethylsilyl)ethanol

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

N-(tert-butyloxycarbonyl)-L-aspartic acid α-(trimethylsilyl)ethyl ester
123836-70-4

N-(tert-butyloxycarbonyl)-L-aspartic acid α-(trimethylsilyl)ethyl ester

Conditions
ConditionsYield
With CLEA-Alcalase In tert-butyl methyl ether at 50℃; for 16h; Molecular sieve;88%
Boc-Asp-OH
13726-67-5

Boc-Asp-OH

(2S,3R)-2-((S)-2-tert-Butoxycarbonylamino-3-carboxy-propionylamino)-3-methyl-pentanoic acid methyl ester

(2S,3R)-2-((S)-2-tert-Butoxycarbonylamino-3-carboxy-propionylamino)-3-methyl-pentanoic acid methyl ester

Conditions
ConditionsYield
for 1h;86%
Boc-Asp-OH
13726-67-5

Boc-Asp-OH

3,3,4,4,5,5,6,6,6-nonafluorohexyl-1-amine
132711-91-2

3,3,4,4,5,5,6,6,6-nonafluorohexyl-1-amine

C21H23F18N3O4
1025018-76-1

C21H23F18N3O4

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane86%
Boc-Asp-OH
13726-67-5

Boc-Asp-OH

D-glutamic acid dibenzyl ester p-toluenesufonate salt
2791-84-6, 19898-41-0, 120538-51-4

D-glutamic acid dibenzyl ester p-toluenesufonate salt

C47H53N3O12

C47H53N3O12

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; O‐(1H‐benzotriazol‐1‐yl)‐N,N,N′,N′‐tetramethyluronium tetrafluoroborate In N,N-dimethyl-formamide at 20℃; for 16h;86%
Boc-Asp-OH
13726-67-5

Boc-Asp-OH

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

2-tert-butoxycarbonylamino-succinic acid bis(2-cyano-ethyl) ester
156589-21-8

2-tert-butoxycarbonylamino-succinic acid bis(2-cyano-ethyl) ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane 2 h, 0 deg C and room t. overnight;85%
Boc-Asp-OH
13726-67-5

Boc-Asp-OH

Propargylamine
2450-71-7

Propargylamine

(1,2-bis-prop-2-ynylcarbamoylethyl)carbamic acid tert-butyl ester
1253298-36-0

(1,2-bis-prop-2-ynylcarbamoylethyl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
Stage #1: Boc-Asp-OH With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide In dichloromethane Cooling with ice;
Stage #2: Propargylamine With triethylamine In dichloromethane
85%
Stage #1: Boc-Asp-OH With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 2h;
Stage #2: Propargylamine In dichloromethane at 0 - 20℃; for 24h; Inert atmosphere;
2,2,2-trifluoroethanol
75-89-8

2,2,2-trifluoroethanol

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

Boc-Asp-OCH2CF3
360786-49-8

Boc-Asp-OCH2CF3

Conditions
ConditionsYield
With dmap; triethylamine; dicyclohexyl-carbodiimide In butan-1-ol at 20℃; pH=8 - 9;84%
ethanol
64-17-5

ethanol

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

Boc-Aspartic α ethyl ester
86938-08-1

Boc-Aspartic α ethyl ester

Conditions
ConditionsYield
With ethylenediaminetetraacetic acid; rac-cysteine; papain In dichloromethane at 37℃; for 8h;83%
papain on Sepharose In dichloromethane at 37℃; for 18h;73%
Boc-Asp-OH
13726-67-5

Boc-Asp-OH

benzyl 2-aminoacetate hydrochloride
2462-31-9

benzyl 2-aminoacetate hydrochloride

Boc-Asu-Gly-OBn

Boc-Asu-Gly-OBn

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 2h; Acylation; cyclization;83%
L-aspartic acid diethyl ester
13552-87-9

L-aspartic acid diethyl ester

Boc-Asp-OH
13726-67-5

Boc-Asp-OH

C25H41N3O12

C25H41N3O12

Conditions
ConditionsYield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In ethyl acetate; N,N-dimethyl-formamide for 72h;83%
With benzotriazol-1-ol; dicyclohexyl-carbodiimide

13726-67-5Relevant articles and documents

Synthesis of isotopically labelled amino acids

Rees, David O.,Bushby, Nick,Harding, John R.,Song, Chuanjun,Willis, Christine L.

, p. 399 - 401 (2007)

An efficient approach to the enantioselective synthesis of a series of amino acids from either bromoacetyl bromide or glycine is described using a [2,3]-sigmatropic rearrangement to establish the stereogenic centre at C-2 under mild conditions. Protected allylglycine 5 is a valuable building block to several amino acids e.g. hydrolytic cleavage of the auxiliary in 5 followed by deprotection gave L-allylglycine in 92% yield whilst oxidative cleavage of the terminal alkene followed by deprotection gave L-aspartic acid in 67% yield over the 2 steps. Furthermore alkene 5 may be converted to hydroxy ester 8 which is an intermediate for the synthesis of various amino acids including L-lysine and L-proline. Since the enantiomer of sultam 1 is commercially available, the analogous D-amino acids may be synthesised. This chemistry is readily adapted for the incorporation of isotopic labels for example for the synthesis of [1,2-13C2,15N]-L-homoserine 14. Copyright

Magnesium/hydrazinium monoformate: A new hydrogenation method for removal of some commonly used protecting groups in peptide synthesis

Channe Gowda

, p. 311 - 313 (2002)

Removal of some commonly used protecting groups in peptide synthesis by catalytic transfer hydrogenation employing hydrazinium monoformate and magnesium is described. This method is equally competitive with other methods in deblocking most of the commonly used protecting groups in peptide synthesis. tert-Butyl derived and base labile protecting groups were completely stable under these conditions. The use of Mg/NH2-NH2·HCOOH makes this a rapid, low-cost alternative to palladium and reduces the work-up to a simple and extraction operation.

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ElAmin,B. et al.

, p. 3442 - 3444 (1979)

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Easy-handling and low-leaching heterogeneous palladium and platinum catalysts via coating with a silicone elastomer

Zhou, Mi,Li, Tingting,Xu, Bo

supporting information, p. 948 - 952 (2019/03/08)

We have developed a practical protocol for coating of commercial Pd/Al2O3 and Pt/Al2O3 catalysts in micro-powders with a silicone elastomer. Compared to original catalysts, the treated catalysts are easier to weight and transfer, and they are easier to recover by simple filtration. More importantly, the metal leaching of treated catalysts was significantly reduced. The treated catalysts worked very well in diverse hydrogenation reactions.

CONTROLLING THE ARCHITECTURE, COORDINATION, AND REACTIVITY OF NANOPARTICLE COATING UTILIZING AN AMINO ACID CENTRAL SCAFFOLD

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Paragraph 0203-0204, (2017/07/06)

A series of multicoordinating and multifunctional ligands optimized for the surface-functionalization of luminescent quantum dots (QDs) and gold nanoparticles (AuNPs) alike is disclosed. An L-aspartic acid precursor is modified with functionality, through simple peptide coupling chemistry, one or two lipoic acid (LA) groups and poly(ethylene glycol) (PEG) moieties in the same ligand. These ligands were combined with a new photoligation strategy to yield hydrophilic and reactive QDs that are colloidally stable over a broad range of conditions, including storage at nanomolar concentration and under ambient conditions.

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