1605-06-7

Basic information

• Product Name: (2R,3S)-2,3-diphenylaziridine
• CAS NO: 1605-06-7
• Molecular Formula: C₁₄H₁₃N
• Molecular Weight: 195.2597
• Mol File: 1605-06-7.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 309°C at 760 mmHg
• Flash Point: 147°C
• Density: 1.099g/cm³
• Vapor Pressure: 0.000657mmHg at 25°C
• Refractive Index: 1.608
• CAS DataBase Reference: (2R,3S)-2,3-diphenylaziridine(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S)-2,3-diphenylaziridine(1605-06-7)
• EPA Substance Registry System: (2R,3S)-2,3-diphenylaziridine(1605-06-7)

Safety Data

• Hazardous Substances Data: 1605-06-7(Hazardous Substances Data)

Usage

Description

(2R,3S)-2,3-diphenylaziridine is a chiral aziridine compound with the molecular formula C14H13N. It features a three-membered heterocyclic organic ring containing a nitrogen atom, and its stereochemistry is defined by the (2R,3S) configuration, which specifies the positions of the substituent groups on the aziridine ring. (2R,3S)-2,3-diphenylaziridine is widely recognized for its unique structure and reactivity, making it a valuable building block in organic synthesis with applications across pharmaceutical and agrochemical industries.

Uses

Used in Pharmaceutical Industry:
(2R,3S)-2,3-diphenylaziridine serves as a crucial building block in the synthesis of various pharmaceutical compounds. Its unique structure and reactivity allow for the creation of complex organic molecules that can be utilized in the development of new drugs and therapeutic agents.
Used in Agrochemical Industry:
In the agrochemical sector, (2R,3S)-2,3-diphenylaziridine is employed as a key intermediate in the production of pesticides and other agrochemicals. Its versatility in organic synthesis contributes to the development of effective and targeted pest control solutions.
Used in Organic Synthesis:
(2R,3S)-2,3-diphenylaziridine is used as a synthetic building block for the preparation of a wide range of organic compounds. Its specific stereochemistry and reactivity enable the synthesis of complex molecules with potential applications in various fields, including materials science, medicinal chemistry, and specialty chemicals.

Upstream product

• 49855-40-5 L_g-threo-α'-chloro-bibenzyl-α-ylamine 
• 49855-40-5 D_g-threo-α'-chloro-bibenzyl-α-ylamine 
• 49855-40-5 (+/-)-threo-α'-chloro-bibenzylyl-(α)-amine 
• 13698-13-0 Ethyl N-(2-chloro-1,2-diphenylethyl)carbamate 
• 53986-95-1 N-(α-trimethylsilylbenzyl)benzylideneamine 
• 77444-17-8 Morpholine-4-carboxylic acid (2-chloro-1,2-diphenyl-ethyl)-amide 
• 91666-85-2 1,2-diphenyl-1-(3,5-diphenyl-1H-1,2,4-triazol-1-yl)-2H-azirine 
• 91666-83-0 1,2-diphenyl-1-(4,5-diphenyl-2H-1,2,3-triazol-2-yl)-2H-azirine 
• 77444-02-1 Methyl N-(2-chloro-1,2-diphenylethyl)carbamate 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 77444-01-0 Methyl N-chloro-N-(2-chloro-1,2-diphenylethyl)carbamate 
• 77444-03-2 Ethyl N-chloro-N-(2-chloro-1,2-diphenylethyl)carbamate 
• 74684-63-2 threo-2-Azido-1,2-diphenylethanol 
• 957188-81-7 cis-2,3-diphenyl-N-[(trifluoromethyl)sulfonyl]aziridine 

Downstream Products

• 530-36-9 erythro-2-amino-1,2-diphenylethanol 
• 530-36-9 threo-1,2-diphenyl-2-aminoethan-1-ol 
• 49855-40-5 (+/-)-threo-α'-chloro-bibenzylyl-(α)-amine 
• 77452-91-6 Z-Piperidide of 2,3-diphenyl-1-aziridinecarboxylic acid 
• 82450-26-8 N-Methyl-3-phenylethynyl-2,4,5-triphenylpyrrole 
• 69393-90-4 bis(cisdiphenyl-2,3 aziridine)-1,1' carbonyle 
• 61193-43-9 2,5-Diphenyl-3-(phenylseleno)pyrrolidin 
• 82450-24-6 2,4,5,2',4',5'-Hexaphenyl-2,5,2',5'-tetrahydro-1H,1'H-[3,3']bipyrrolyl 
• 70204-30-7 trans-3-Phenylethynyl-2,4,5-triphenyl-3-pyrroline 
• 70148-40-2 3-Phenylethynyl-2,4,5-triphenylpyrrolidine 
• 82450-23-5 (2R,5S,2'R,5'R)-2,4,5,2',4',5'-Hexaphenyl-2,3,4,5,2',5'-hexahydro-1H,1'H-[3,3']bipyrrolyl 
• 61193-46-2 3-(Diphenylarsino)-2,5-diphenylpyrrolidin 
• 156276-76-5 1-((2S,3R)-2,3-Diphenyl-aziridin-1-yl)-2,2-dimethyl-propan-1-one 
• 70204-31-8 cis-N-Benzyl-3-phenylethynyl-2,4,5-triphenyl-3-pyrroline 

Relevant articles and documents

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On the Mechanism of the Aziridine Synthesis from 2-Azido-alcohols and Triphenylphosphine

The reaction of selected 2-azido-alcohols, their pivalates, and methanesulfonates with triphenylphosphine was investigated.It is shown that the formation of aziridines from 2-azido-alcohols proceeds via 1,3,2λ5-oxazaphospholidines.Furthermore, the first synthesis of the unsubstituted acenaphthene-1,2-imine is described.

Enantioselective synthesis of tetrahydrofuran derivatives by sequential henry reaction and iodocyclization of γ,δ-unsaturated alcohols

A sequential one-pot Cu-catalyzed asymmetric Henry reaction and iodocyclization is disclosed. The transformation provides efficient access to biologically and synthetically useful 2,2,5-trisubstituted tetrahydrofuran derivatives. The combination of Cu(OAc)2·H2O with a novel chiral sulfoxide-Schiff base hybrid ligand under mild reaction conditions tolerates a wide range of 4-substituted γ,δ-unsaturated aldehydes, and the subsequent iodocyclization furnishes the corresponding products in generally high yields with excellent enantioselectivities. The products can be easily converted into amines with excellent diastereo- and enantioselectivities.

Design of chiral sulfoxide-Schiff base hybrids and their application in Cu-catalyzed asymmetric Henry reactions

A new class of chiral sulfoxide-Schiff base ligands has been developed by the rational combination of two privileged chiral backbones. These sulfoxide-Schiff base ligands were found to be highly efficient for Cu-catalyzed asymmetric Henry reactions (up to