113543-52-5

Basic information

• Product Name: (S)-BENZYL 2-AZIDO-2-PHENYLETHANOATE
• Synonyms: (S)-BENZYL 2-AZIDO-2-PHENYLETHANOATE
• CAS NO: 113543-52-5
• Molecular Formula: C15H13N3O2
• Molecular Weight: 267.287
• Mol File: 113543-52-5.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-BENZYL 2-AZIDO-2-PHENYLETHANOATE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-BENZYL 2-AZIDO-2-PHENYLETHANOATE(113543-52-5)
• EPA Substance Registry System: (S)-BENZYL 2-AZIDO-2-PHENYLETHANOATE(113543-52-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 113543-52-5(Hazardous Substances Data)

Usage

General Description

(S)-Benzyl 2-azido-2-phenylethanoate is a chemical compound with the molecular formula C16H15N3O2. It is a member of the class of compounds known as benzoates and is characterized by the presence of a benzyl group attached to a 2-azido-2-phenylethanoate moiety. (S)-BENZYL 2-AZIDO-2-PHENYLETHANOATE is known to have potential applications in organic synthesis, specifically in the field of azide chemistry. It is commonly used as a reagent in the synthesis of various organic molecules and is also of interest for its potential biological activities. Additionally, the azide functional group present in (S)-benzyl 2-azido-2-phenylethanoate makes it a versatile intermediate for the preparation of various azide-containing compounds.

Upstream product

• 218792-82-6 α-diazo-α-phenylacetic acid benzyl ester 
• 102-16-9 benzyl 2-phenylacetate 
• 65-85-0 benzoic acid 
• 113543-39-8 (4S)-3-(2-bromo-1-oxo-2-phenylethyl)-4-(phenylmethyl)-2-oxazolidinone 
• 104266-89-9 (S)-4-benzyl-3-phenylacetyl-2-oxazolidinone 
• 19803-37-3 Tetrakis(benzyloxy)titanium 
• 113543-46-7 (3(2R),4S)-3-(2-azido-1-oxo-2-phenethyl)-4-(phenylmethyl)-2-oxazolidinone 
• 111525-67-8 (3(2S),4S)-3-(2-azido-2-phenyl-1-oxoethyl)-4-(phenylmethyl)-2-oxazolidinone 

Relevant articles and documents

Boron-Catalyzed Azide Insertion of α-Aryl α-Diazoesters

A challenging metal-free azide insertion of α-aryl α-diazoesters in the presence of B(C6F5)3 (5 mol %) was developed for the first time. The reaction features an easy operation, wide substrate scope, and mild conditions an

The asymmetric synthesis of α-amino acids. Electrophilic azidation of chiral imide enolates, a practical approach to the synthesis of (R)- and (S)-α-azido carboxylic acids

Two complementary approaches to the asymmetric synthesis of α-amino acids have been achieved. In the initially investigated reaction sequence, the diastereoselective bromination of the illustrated boron enolate with N-bromosuccinimide was followed by stereospecific azide displacement by tetramethylguanidinium azide. The resulting α-azido carboximides may be readily purified to high diastereomeric purity by chromatography on silica. equation presented In the second reaction sequence, the illustrated potassium enolate was treated with 2,4,6-triisopropylbenzenesulfonyl azide, and the intermediate sulfonyl triazene was decomposed through an acetic acid quench to give the α-azido carboximide. The diastereoselection of the reaction as a function of R is as follows: R = Me, CH2Ph, 97:3; R = CHMe2, 98:2; R = CMe3, >99:1; R = Ph, 91:9. The important parameters of this azidation process were evaluated, and experiments were conducted to help elucidate the mechanism of the reaction. equation presented The α-azido carboximide products have been shown to be versatile α-amino acid synthons that may be readily converted to α-amino acids as well as to N-protected α-amino acid derivatives. The racemization-free removal of the chiral auxiliary was achieved in high yield both by saponification and transesterification, either before or after reduction and acylation of the azide functionality.