114126-62-4

Basic information

• Product Name: 1,2,5,6-tetradeoxy-1,6-bis(phenylthio)-2,5-bis-3,4-O-(1-methylethylidene)-L-iditol
• CAS NO: 114126-62-4
• Molecular Weight: 712.976
• Mol File: 114126-62-4.mol

Chemical Properties

• CAS DataBase Reference: 1,2,5,6-tetradeoxy-1,6-bis(phenylthio)-2,5-bis-3,4-O-(1-methylethylidene)-L-iditol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,5,6-tetradeoxy-1,6-bis(phenylthio)-2,5-bis-3,4-O-(1-methylethylidene)-L-iditol(114126-62-4)
• EPA Substance Registry System: 1,2,5,6-tetradeoxy-1,6-bis(phenylthio)-2,5-bis-3,4-O-(1-methylethylidene)-L-iditol(114126-62-4)

Safety Data

• Hazardous Substances Data: 114126-62-4(Hazardous Substances Data)

Upstream product

• 109075-06-1 (S)-2-((4R,5R)-2,2-dimethyl-5-((S)-1-tosylaziridin-2-yl)-1,3-dioxolan-4-yl)-1-tosyl-aziridine 
• 108-98-5 thiophenol 
• 930-69-8 sodium thiophenolate 

Relevant articles and documents

Nucleophilic Opening of Chiral Bis(aziridines): A Route to Enantiomerically Pure α-Amino Aldehydes or Acids and Polysubstituted Piperidines

α-Amino aldehydes or acids can be obtained by nucleophilic opening of suitably protected chiral bis(aziridines) derived from D-mannitol.Nucleophiles consist of a wide range of organometallic and heteronucleophilic reagents.Reaction orientation toward bis-

NUCLEOPHILIC OPENING OF CHIRAL BIS-AZIRIDINES: A ROUTE TO ENANTIOMERICALLY PURE α-AMINO ACIDS AND POLYSUBSTITUTED PIPERIDINES

Suitably protected chiral functionalised bis-aziridines, prepared from D-mannitol, are opened by various organometallic reagents ( organomagnesium, -lithium and -copper derivatives ) as well as by heteronucleophiles (N3(1-), Br(1-), Cl(1-), HS(1-), PhS(1-)).Orientation of the reaction toward diopening (route to enantiomerically pure α-amino acids) or toward heterocyclisation (route to chiral, polysubstituted piperidines) is influenced, notably, by the nature of the N-protecting group and of the nucleophile and by the presence or not of Lewis acids.