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ChemicalBook >> CAS DataBase List >>5-Benzyl L-glutamate N-carboxyanhydride

5-Benzyl L-glutamate N-carboxyanhydride

CAS No.
3190-71-4
Chemical Name:
5-Benzyl L-glutamate N-carboxyanhydride
Synonyms
L-Glu(OBzl)-NCA;5-Benzyl L-glutamate N-carboxyanhydride;Glu(Obzl)NCA;Glu(OBz)-NCA;H-GLU(OBZL)-NCA;L-Glu (OBn)-NCA;DL-Glu(Obzl)-NCA;H-L-Glu(OBzl)-NCA;Creatinine Impurity 5;Meloxicam Impurity 26
CBNumber:
CB11479411
Molecular Formula:
C13H13NO5
Molecular Weight:
263.25
MDL Number:
MFCD11046651
MOL File:
3190-71-4.mol
Last updated:2024-04-09 13:47:46

5-Benzyl L-glutamate N-carboxyanhydride Properties

Melting point 97-98℃
Density 1.293
storage temp. Inert atmosphere,Store in freezer, under -20°C
solubility Acetonitrle (Slightly), Chloroform (Slightly), DMSO (Slightly), THF (Slightly)
pka 9.03±0.40(Predicted)
form Solid
color White to Off-White
Stability Unstable in Solution
InChI InChI=1S/C13H13NO5/c15-11(18-8-9-4-2-1-3-5-9)7-6-10-12(16)19-13(17)14-10/h1-5,10H,6-8H2,(H,14,17)/t10-/m0/s1
InChIKey UGCBVSDSTGUPBC-JTQLQIEISA-N
SMILES O1C(=O)[C@H](CCC(OCC2=CC=CC=C2)=O)NC1=O

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS05
Signal word  Danger
Hazard statements  H335-H318-H315
Precautionary statements  P264-P280-P302+P352-P321-P332+P313-P362-P280-P305+P351+P338-P310

5-Benzyl L-glutamate N-carboxyanhydride price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC D486830 (4S)-2,5-Dioxo-4-oxazolidinepropanoicAcidPhenylmethylEster 3190-71-4 50g $345 2021-12-16 Buy
TRC D486830 (4S)-2,5-Dioxo-4-oxazolidinepropanoicAcidPhenylmethylEster 3190-71-4 100g $595 2021-12-16 Buy
Medical Isotopes, Inc. 57575 (4S)-2,5-Dioxo-4-oxazolidinepropanoicAcidPhenylmethylEster 3190-71-4 10g $1460 2021-12-16 Buy
Biosynth Carbosynth FB63140 5-Benzyl L-glutamate N-carboxyanhydride 3190-71-4 25g $200 2021-12-16 Buy
American Custom Chemicals Corporation AAA0008857 5-BENZYL GLUTAMIC ACID ESTER NCA 95.00% 3190-71-4 5MG $505.03 2021-12-16 Buy
Product number Packaging Price Buy
D486830 50g $345 Buy
D486830 100g $595 Buy
57575 10g $1460 Buy
FB63140 25g $200 Buy
AAA0008857 5MG $505.03 Buy

5-Benzyl L-glutamate N-carboxyanhydride Chemical Properties,Uses,Production

Description

5-Benzyl L-glutamate N-carboxyanhydride is a reactive derivative of L-glutamic acid, where the amino acid has been cyclised as an N-carboxyanhydride (NCA), a class of reagent known as Leuchs’ anhydrides. 5-Benzyl L-glutamate N-carboxyanhydride reacts with nucleophiles such as alcohols and amines to form esters and amides respectively. The opening of the N-carboxyanhydride to an ester or amide releases the amino acid amine which can also react as a nucleophile leading to polymerisation. These poly-amide polymers have been investigated as delivery platforms of Small Interfering RNA (si-RNA).

Uses

(4S)-2,5-Dioxo-4-oxazolidinepropanoic Acid Phenylmethyl Ester was used in the synthesis and physicochemical characterization of reduction-sensitive block copolymer for intracellular delivery of doxorubicin.

Uses

H-GLU(OBZL)-NCA was used in the synthesis and physicochemical characterization of reduction-sensitive block copolymer for intracellular delivery of doxoru bicin.

Synthesis

5-Benzyl L-glutamate N-carboxyanhydride (γ-benzyl-L-glutamate-N-carboxyanhydride)was synthesized by a reaction between γ-benzyl-L-glutamate (BLG) and triphosgene. Briefly, 14 g BLG was dissolved in 200 mL anhydrous THF in reaction vessel with condensing reflux unit at stirring state. Then the solution was heated to 50 °C, and 20 g triphosgene was added. The reaction continued until the solution turned from cloudy to clear. The reaction was cooled to room temperature, and N2 was concurrently inlet into the reaction system until the liquid volume did not decrease any more. The solution was precipitated by n-hexane. After being purified by EA/n-hexane and dried in a vacuum oven, 5-Benzyl L-glutamate N-carboxyanhydride was obtained and characterized by 1H nuclear magnetic resonance (1H NMR, Bruker, AV300) using CDCl3 as a solvent[1].

Synthesis

[1] Chen P, et al. Development of Light-Responsive Poly(γ-Benzyl-L-Glutamate) as Photo Switches by a One-Step NCA Method. Frontiers in Chemistry, 2020; 8.

75-44-5
1676-73-9
3190-71-4
Synthesis of 5-Benzyl L-glutamate N-carboxyanhydride from PHOSGENE and gamma-Benzyl L-glutamate

5-Benzyl L-glutamate N-carboxyanhydride Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 166)Suppliers
Supplier Tel Email Country ProdList Advantage
Sichuan HongRi Pharma-Tech Co.,Ltd
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Henan Fengda Chemical Co., Ltd 		+86-371-86557731 +86-13613820652 info@fdachem.com China 20284 58
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Changzhou Carman Chemical Co., Ltd. 		15061933924 CHINA 514 58

View Lastest Price from 5-Benzyl L-glutamate N-carboxyanhydride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
DL-Glu(Obzl)-NCA pictures 2024-12-23 DL-Glu(Obzl)-NCA
3190-71-4
 US $0.00-0.00 / kg 1kg 98% 1T Sichuan HongRi Pharma-Tech Co.,Ltd
L-Glu(Obzl)-NCA pictures 2024-12-23 L-Glu(Obzl)-NCA
3190-71-4
 US $0.00-0.00 / kg 1kg 98%, 99% 1T+ Sichuan HongRi Pharma-Tech Co.,Ltd
5-Benzyl L-glutamate N-carboxyanhydride pictures 2024-04-09 5-Benzyl L-glutamate N-carboxyanhydride
3190-71-4
 US $8.00-1.00 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
  • DL-Glu(Obzl)-NCA pictures
  • DL-Glu(Obzl)-NCA
    3190-71-4
  • US $0.00-0.00 / kg
  • 98%
  • Sichuan HongRi Pharma-Tech Co.,Ltd
  • L-Glu(Obzl)-NCA pictures
  • L-Glu(Obzl)-NCA
    3190-71-4
  • US $0.00-0.00 / kg
  • 98%, 99%
  • Sichuan HongRi Pharma-Tech Co.,Ltd
H-GLU(OBZL)-NCA Glutamic acid, 5-benzyl ester, NCA Glu(Obzl)NCA 5-Benzyl-L-glutaMateNCA L-5-Benzyl ester GlutaMic acid Anhydride NCA of benzyl protected L-glutaMic acid 4-Oxazolidinepropanoic acid, 2,5-dioxo-, phenylMethyl ester, (4S)- (S)-benzyl 3-(2,5-dioxooxazolidin-4-yl)propanoate (4S)-2,5-Dioxo-4-oxazolidinepropanoic Acid Phenylmethyl Ester L-GlutaMine O-Benzoyl N-carboxyanhydride -Benzyl 3-(2,5-dioxooxazolidin-4-yl) 5-benzyl L-Glutamate N-Carboxyanhydrie Benzyl (S)-2,5-Dioxooxazolidine-4-propanoate 5-Benzyl Glutamic Acid Ester Nca L-GLU(OBZL)-NCA(3190-71-4) benzyl 3-[(4S)-2,5-dioxo-1,3-oxazolidin-4-yl]propanoate L-Glu (OBn)-NCA L-Glutamic acid γ-benzyl ester N-carboxyanhydride H-GLU(OBZL)-NCA USP/EP/BP 5-Benzyl L-glutamate N-carboxyanhydride L-Glu(OBzl)-NCA Glu(OBz)-NCA DL-Glu(Obzl)-NCA γ-Benzyl L-glutamate N-carboxyanhydride Creatinine Impurity 5 L-glutamic acid, 5-benzyl ester, N-carboxylic intracyclic anhydride H-L-Glu(OBzl)-NCA Meloxicam Impurity 26 3190-71-4 AMINOACIDS DERIVATIVES