77539-18-5

Basic information

• Product Name: (S)-N-BENZYLGLUTAMIC ACID
• Synonyms: (S)-N-BENZYLGLUTAMIC ACID
• CAS NO: 77539-18-5
• Molecular Formula: C₁₂H₁₅NO₄
• Molecular Weight: 237.25
• Mol File: 77539-18-5.mol
• Article Data: 11

Chemical Properties

• Melting Point: 160-162 °C
• Boiling Point: 434.0±40.0 °C(Predicted)
• Appearance: /
• Density: 1.270±0.06 g/cm3(Predicted)
• PKA: 2.17±0.10(Predicted)
• CAS DataBase Reference: (S)-N-BENZYLGLUTAMIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-N-BENZYLGLUTAMIC ACID(77539-18-5)
• EPA Substance Registry System: (S)-N-BENZYLGLUTAMIC ACID(77539-18-5)

Safety Data

• Hazardous Substances Data: 77539-18-5(Hazardous Substances Data)

Usage

General Description

(S)-N-Benzylglutamic acid is a chemical compound belonging to the group of glutamic acid derivatives. It is a chiral amino acid derivative and is commonly used in organic synthesis and as a building block for the production of various pharmaceuticals and bioactive compounds. Its molecular structure consists of a benzyl group attached to the amino group of glutamic acid, resulting in a compound with potential biological activity. The compound is also known for its role in the development of new drugs and as a research tool in the field of medicinal chemistry and biochemistry.

Upstream product

• 56-86-0 L-glutamic acid 
• 100-52-7 benzaldehyde 
• 328-50-7 α-ketoglutaric acid 
• 100-46-9 benzylamine 

Downstream Products

• 90741-40-5 tert-butyl (2R,5R)-1-benzyl-5-(2-hydroxyethyl)pyrrolidine-2-carboxylate 
• 90741-36-9 (2R-cis)-5-((1,1-Dimethylethoxy)carbonyl)-1-(phenylmethyl)-2-pyrrolidineacetic acid methyl ester 
• 90741-33-6 (2S)-1-benzyl-(E)-5-<(methoxycarbonyl)methylidene>proline tert-butyl ester 
• 90741-31-4 (S)-N-benzyl-5-thioxoproline tert-butyl ester 
• 90741-27-8 (S)-tert-butyl 1-benzyl-5-oxopyrrolidine-2-carboxylate 
• 141806-55-5 (S)-(Z)-7--8-azido-1-<(p-tolylsulfonyl)oxy>oct-3-ene 
• 141806-42-0 (S)-(E)-7--8-azido-3-(phenylthio)octa-1,3-diene 
• 141806-43-1 (6S,8aR)-3,5,6,7,8,8a-hexahydro-6--1-(phenylthio)indolizine 

Relevant articles and documents

Substituted 5-oxo-pyrrolidine derivative, and preparation method and applications thereof

The invention belongs to the technical field of medicine, relates to a substituted 5-oxo-pyrrolidine derivative disclosed in generation formula I, and a preparation method and applications thereof, and more specifically relates to applications of the substituted 5-oxo-pyrrolidine derivative in preparation of anti-cerebral ischemia medicines as a nerve protective agent, and a pharmaceutical composition taking the substituted 5-oxo-pyrrolidine derivative and a pharmaceutically acceptable salt of the substituted 5-oxo-pyrrolidine derivative as active components. The pharmaceutical composition contains the substituted 5-oxo-pyrrolidine derivative and a pharmaceutical excipient and/or a diluent of the substituted 5-oxo-pyrrolidine derivative. In the general formula I, R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, X, Y, and n are defined in the patent specification and patent claims.

An efficient and straight forward strategy for the synthesis of enantiomerically pure (S)-1-benzyl-5-(alkyl/aryl amino) methyl-pyrrolidin-2-ones

A simple, efficient and straightforward strategy for the synthesis of enantiomerically pure (S)-5-((alkyl/aryl amino) methyl)-pyrrolidin-2-ones from N-benzyl-5(S)-pyroglutaminol through Mitsunobu reaction has been described. These pyrrolidin-2-ones have great potential to act as asymmetric precursors for the synthesis of bioactive compounds/ natural products requiring suitably substituted aminomethyl group at C-5 of native pyrrolidin-2-ones.

The first highly enantioselective homogeneously catalyzed asymmetric reductive amination: Synthesis of α-N-benzylamino acids

High-throughput screening considering a library of 96 chiral P-ligands involved in two types of RhI complexes was used for the identification of homogeneous catalysts for the highly enantioselective reductive amination of α-keto acids with benzylamine. After optimization of the reaction conditions and scale-up with a cationic Rh-Deguphos catalyst, a range of chiral α-amino acids could be produced by this new reaction in good yield and by up to 98% ee.