147633-14-5

Basic information

• Product Name: ethyl (3S,4S)-3-benzylamino-2,2-difluoro-4,5-O-isopropylidenepentanoate
• CAS NO: 147633-14-5
• Molecular Weight: 343.371
• Mol File: 147633-14-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: ethyl (3S,4S)-3-benzylamino-2,2-difluoro-4,5-O-isopropylidenepentanoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl (3S,4S)-3-benzylamino-2,2-difluoro-4,5-O-isopropylidenepentanoate(147633-14-5)
• EPA Substance Registry System: ethyl (3S,4S)-3-benzylamino-2,2-difluoro-4,5-O-isopropylidenepentanoate(147633-14-5)

Safety Data

• Hazardous Substances Data: 147633-14-5(Hazardous Substances Data)

Upstream product

• 15186-48-8 2,3-isopropylidene-glyceraldehyde 
• 100-46-9 benzylamine 
• 100777-91-1 (2S)-2,3-O-isopropylideneglyceraldehyde N-benzylimine 
• 667-27-6 Ethyl bromodifluoroacetate 

Relevant articles and documents

Isopenicilin N synthase: A new mode of reactivity

Incubation of L-δ-(α-aminoadipoyl)-L-(3,3-difluorohomocysteinyl)-D-valine [an analogue of the natural substrate: L-δ-(α-aminoadipoyl)-L-(cysteinyl)-D-varine] with isopenicillin N synthase (IPNS) resulted in the production of a thiocarboxylic acid, i.e. both equivalents of the dioxygen cosubstrate were utilised to oxidise a single carbon of the cysteinyl analogue. This result and others are rationalised in terms of mechanistic proposals for the first ring closure by IPNS. The synthesis of L-difluorohomocysteine and related structures, via 3,3-difluoro-β-lactams, is described.