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

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;Creatinine Impurity 5;Meloxicam Impurity 26;5-Benzyl-L-glutaMateNCA
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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View Lastest Price from 5-Benzyl L-glutamate N-carboxyanhydride manufacturers

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
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
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
  • 3190-71-4
  • AMINOACIDS DERIVATIVES