77184-95-3

Basic information

• Product Name: (R)-2-BENZYL-AZIRIDINE
• Synonyms: Aziridine, 2-(phenylmethyl)-, (2R)-
• CAS NO: 77184-95-3
• Molecular Formula: C₉H₁₁N
• Molecular Weight: 133.1903
• Mol File: 77184-95-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 204.6 °C at 760 mmHg
• Flash Point: 76.5 °C
• Appearance: /
• Density: 1.044 g/cm³
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C
• PKA: 8.14±0.40(Predicted)
• CAS DataBase Reference: (R)-2-BENZYL-AZIRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-BENZYL-AZIRIDINE(77184-95-3)
• EPA Substance Registry System: (R)-2-BENZYL-AZIRIDINE(77184-95-3)

Safety Data

• Hazardous Substances Data: 77184-95-3(Hazardous Substances Data)

Usage

General Description

(R)-2-Benzyl-aziridine is a chemical compound with the molecular formula C9H11N. It is a chiral aziridine, which is a small, strained ring structure containing nitrogen. (R)-2-BENZYL-AZIRIDINE is often used as a versatile intermediate in organic synthesis, particularly for the preparation of chiral building blocks and pharmaceuticals. Its unique three-membered ring structure and the presence of a benzyl group make it an important starting material for creating diverse molecular scaffolds with a wide range of potential applications. Additionally, (R)-2-Benzyl-aziridine has been studied for its potential as a reagent in asymmetric synthesis, where it can be used to introduce chirality into molecules and create new opportunities for chemical reactions.

Upstream product

• 1008128-98-0 (R)-2-benzyl-1-tritylaziridine 
• 673-06-3 D-(R)-phenylalanine 
• 64501-87-7 2-(4-nitrophenylsulphonamido)-3-phenylpropanoic acid 
• 3182-95-4 L-Phenylalaninol 
• 63-91-2 L-phenylalanine 
• 5267-64-1 (R)-2-amino-3-phenylpropanol 
• 219738-95-1 (S)-N-(p-nitrobenzenesulfonyl)-2-benzylaziridine 
• 24395-14-0 (R)-2-phenyl-N-tosylaziridine 

Downstream Products

• 77210-49-2 R-(+)-2-amino-3-fluoro-1-phenylpropane 
• 1008129-04-1 (R)-1-(benzyloxycarbonyl)-2-benzylaziridine 
• 1008129-05-2 (R)-2-benzyl-1-(diphenylphosphoryl)aziridine 
• 362495-75-8 (R)-2-benzyl-1-tosylaziridine 
• 1008129-03-0 (R)-2-benzyl-1-(4-methoxyphenylsulfonyl)aziridine 
• 1234572-14-5 (R)-1,2-dibenzylaziridine 
• 15062-72-3 N-Demethylbenzphetamine 
• 1370406-80-6 C₂₃H₂₇N₃O₂S*ClH 
• 1004316-77-1 (2S,5S)-1,6-diphenylhexane-2,5-diamine 
• 1370406-77-1 (R)-2-benzyl-N,N-dimethylaziridine-1-sulfonamide 
• 126301-37-9 (R)-2-amino-3-phenylpropanesulphonic acid 

Relevant articles and documents

Preparation method of benzphetamine hydrochloride

The invention relates to the field of chemical pharmacy, and in particular relates to a preparation method of benzphetamine hydrochloride. According to the method, the use of controlled products suchas ephedrine, pseudoephedrine, deoxyephedrine and the like is avoided; the raw materials are cheap and easy to obtain, so that the synthesis cost is reduced; by using the preparation method disclosedby the invention, the high-purity target compound can be obtained at high yield, and industrial large-scale production is easy.

A new and expeditious asymmetric synthesis of (R)- and (S)-2-aminoalkanesulfonic acids from chiral amino alcohols

The mechanism for the transformation of β-amino alcohol methanesulfonate hydrochlorides into sodium β-amino alkanesulfonates using sodium sulfite was investigated. The results show that sodium sulfite initially neutralizes the β-amino alcohol methanesulfonate hydrochloride to give a free β-amino alcohol methanesulfonate, which then cyclizes to a 2-alkylaziridine. Attack by the previously formed sodium bisulfite at the less hindered carbon atom of the aziridine ring then yields a β-amino alkanesulfate sodium salt. Based on this mechanistic proposal, a new and rapid asymmetric synthesis of (R)- and (S)-2-aminoalkanesulfonic acids from chiral amino alcohols was developed. Chiral amino alcohols were converted to chiral aziridines through the Wenker method or Mitsunobu reaction and the resulting aziridines were reacted with sodium bisulfite to produce chiral β-amino alkanesulfonic acids.