406502-80-5

Basic information

• Product Name: dimethyl (2S,3R)-(-)-3-phenylaziridine-2-phosphonate
• Synonyms: dimethyl (2S,3R)-(-)-3-phenylaziridine-2-phosphonate
• CAS NO: 406502-80-5
• Molecular Weight: 227.2
• Mol File: 406502-80-5.mol

Chemical Properties

• CAS DataBase Reference: dimethyl (2S,3R)-(-)-3-phenylaziridine-2-phosphonate(CAS DataBase Reference)
• NIST Chemistry Reference: dimethyl (2S,3R)-(-)-3-phenylaziridine-2-phosphonate(406502-80-5)
• EPA Substance Registry System: dimethyl (2S,3R)-(-)-3-phenylaziridine-2-phosphonate(406502-80-5)

Safety Data

• Hazardous Substances Data: 406502-80-5(Hazardous Substances Data)

Upstream product

• 350479-90-2 (S,E)-N-benzylidene-4-methylbenzenesulfinamide 
• 406502-76-9 dimethyl (S_S,1S,2R)-(+)-1-chloro-2-phenyl-2-(p-toluenesulfinamide)-ethylphosphonate 
• 406502-78-1 dimethyl (S_S,2S,3R)-(-)-N-(p-toluenesulfinyl)-3-phenylaziridine-2-phosphonate 

Downstream Products

• 406502-83-8 dimethyl (2R)-(+)-2-phenyl-2H-azirine 3-phosphonate 

Relevant articles and documents

Photodesulfinylation of optically active N-sulfinyl amines

Photolysis of enantiopure N-sulfinyl amines (sulfinamides) in Et2O-MeOH gives amines in good yield without racemization.

Asymmetric synthesis of aziridine 2-phosphonates from enantiopure sulfinimines (N-sulfinyl imines). Synthesis of α-amino phosphonates

An aza-Darzens reaction, involving the addition of chloromethylphosphonate anions to enantiopure sulfinimines, has been developed for the asymmetric synthesis of aziridine 2-phosphonates. Best results involve cyclization of the syn and anti diastereomeric

2H-Azirine 3-phosphonates: a new class of chiral iminodienophiles. Asymmetric synthesis of quaternary piperidine phosphonates.

[reaction: see text] Diels-Alder reactions of enantiomerically enriched 2H-azirine 3-phosphonates and dienes stereoselectively furnish optically pure, bicyclic aziridine adducts that on hydrogenation afford the first examples of enantiopure quaternary pip