5-Benzyl L-glutamate N-carboxyanhydride

Product Name: 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;L-Glu (OBn)-NCA;H-GLU(OBZL)-NCA;DL-Glu(Obzl)-NCA;H-L-Glu(OBzl)-NCA;Creatinine Impurity 5;Meloxicam Impurity 26
CBNumber: CB11479411
Molecular Formula: C13H13NO5
Formula Weight: 263.25
MOL File: 3190-71-4.mol

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5-Benzyl L-glutamate N-carboxyanhydride Property

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H315Causes skin irritation

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

TRC

Product number: D486830
Product name: (4S)-2,5-Dioxo-4-oxazolidinepropanoicAcidPhenylmethylEster
Packaging: 50g
Price: $345
Updated: 2021/12/16

TRC

Product number: D486830
Product name: (4S)-2,5-Dioxo-4-oxazolidinepropanoicAcidPhenylmethylEster
Packaging: 100g
Price: $595
Updated: 2021/12/16

Medical Isotopes, Inc.

Product number: 57575
Product name: (4S)-2,5-Dioxo-4-oxazolidinepropanoicAcidPhenylmethylEster
Packaging: 10g
Price: $1460
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB63140
Product name: 5-Benzyl L-glutamate N-carboxyanhydride
Packaging: 25g
Price: $200
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: AAA0008857
Product name: 5-BENZYL GLUTAMIC ACID ESTER NCA
Purity: 95.00%
Packaging: 5MG
Price: $505.03
Updated: 2021/12/16

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5-Benzyl L-glutamate N-carboxyanhydride Chemical Properties,Usage,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.

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

Raw materials

Preparation Products

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5-Benzyl L-glutamate N-carboxyanhydride Suppliers

Canada 1 China 159 France 1 India 2 United Kingdom 1 United States 5 Global 169

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

Sichuan HongRi Pharma-Tech Co.,Ltd

Product: L-Glu(Obzl)-NCA 3190-71-4
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%, 99%
Supply Ability: 1T+
Release date: 2024-02-29

Sichuan HongRi Pharma-Tech Co.,Ltd

Product: DL-Glu(Obzl)-NCA 3190-71-4
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1T
Release date: 2024-01-16

Wuhan Boyuan Import & Export Co., LTD

Product: H-GLU(OBZL)-NCA 3190-71-4
Price: US $35.00-15.00/g
Min. Order: 1g
Purity: 99.96%
Supply Ability: 50kg
Release date: 2023-02-22

3190-71-4, 5-Benzyl L-glutamate N-carboxyanhydrideRelated Search:

N-CARBAMYL-L-GLUTAMIC ACID N-Acetyl-L-glutamic acid 5-Benzyl L-glutamate N-carboxyanhydride gamma-Benzyl L-glutamate Boc-L-glutamic acid γ-benzyl ester N-carboxyanhydride

H-GLU(OBZL)-NCA

Glutamic acid, 5-benzyl ester, NCA

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

Glu(Obzl)NCA

5-Benzyl L-glutamate N-carboxyanhydride

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)

L-Glutamic acid γ-benzyl ester N-carboxyanhydride

L-Glu(OBzl)-NCA

5-benzyl L-Glutamate N-Carboxyanhydrie

H-GLU(OBZL)-NCA USP/EP/BP

Glu(OBz)-NCA

DL-Glu(Obzl)-NCA

γ-Benzyl L-glutamate N-carboxyanhydride

Creatinine Impurity 5

Meloxicam Impurity 26

L-glutamic acid, 5-benzyl ester, N-carboxylic intracyclic anhydride

H-L-Glu(OBzl)-NCA

3190-71-4

AMINOACIDS DERIVATIVES