182047-93-4

Basic information

• Product Name: (1R,2S)-N-cyanomethyl-ephedrine
• Synonyms: (1R,2S)-N-cyanomethyl-ephedrine
• CAS NO: 182047-93-4
• Molecular Weight: 204.272
• Mol File: 182047-93-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (1R,2S)-N-cyanomethyl-ephedrine(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2S)-N-cyanomethyl-ephedrine(182047-93-4)
• EPA Substance Registry System: (1R,2S)-N-cyanomethyl-ephedrine(182047-93-4)

Safety Data

• Hazardous Substances Data: 182047-93-4(Hazardous Substances Data)

Upstream product

• 299-42-3 ephedrine 
• 590-17-0 cyanomethyl bromide 
• 107-16-4 glycolonitrile 

Downstream Products

• 452096-18-3 [((1S,2R)-2-Chloro-1-methyl-2-phenyl-ethyl)-methyl-amino]-acetonitrile 
• 452096-25-2 (2S,3S,4S)-1,4-dimethyl-3-phenyl-azetidine-2-carbonitrile 
• 452096-24-1 (2R,3S,4S)-1,4-dimethyl-3-phenyl-azetidine-2-carbonitrile 

Relevant articles and documents

A straightforward synthesis of enantiopure 2-cyano azetidines from β-amino alcohols

Enantiopure 2-cyano azetidines were prepared in high yields from β-amino alcohols. This synthesis was shown to be general and is based on two important steps: (i) chlorination of a N-cyanomethylated β-amino alcohol and (ii) a 4-exo-trig ring closure through the alkylation of a lithiated α-amino nitrile. The former step is stereoselective when ephedrine-derived β-amino alcohols are used. In the case of a phenylglycinol-derived β-amino alcohol, this step also involves a rearrangement.