113396-69-3

Basic information

• Product Name: (3S,4S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-1-(4-methoxy-phenyl)-4-(3-trimethylsilanyl-propynoyl)-azetidin-2-one
• Synonyms: (3S,4S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-1-(4-methoxy-phenyl)-4-(3-trimethylsilanyl-propynoyl)-azetidin-2-one
• CAS NO: 113396-69-3
• Molecular Weight: 459.733
• Mol File: 113396-69-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (3S,4S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-1-(4-methoxy-phenyl)-4-(3-trimethylsilanyl-propynoyl)-azetidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,4S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-1-(4-methoxy-phenyl)-4-(3-trimethylsilanyl-propynoyl)-azetidin-2-one(113396-69-3)
• EPA Substance Registry System: (3S,4S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-1-(4-methoxy-phenyl)-4-(3-trimethylsilanyl-propynoyl)-azetidin-2-one(113396-69-3)

Safety Data

• Hazardous Substances Data: 113396-69-3(Hazardous Substances Data)

Upstream product

• 54655-07-1 lithium trimethylsilylacetylenide 
• 113396-67-1 (2S,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid methoxy-methyl-amide 

Downstream Products

• 121463-48-7 (3S,4S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-(1-hydroxy-prop-2-ynyl)-1-(4-methoxy-phenyl)-azetidin-2-one 

Relevant articles and documents

ACYCLIC STEREOCHEMICAL CONTROL USING HEXACARBONYLDICOBALT STABILIZED PROPARGYL CATIONS. A HIGHLY STEREOSELECTIVE ROUTE TO 1β-METHYLCARBAPENEM PRECURSORS.

A highly stereoselective route to precursors of 1β-methylcarbapenems is described.Hydride reduction of a hexacarbonyldicobalt stabilized propargyl cation derived from a 4-acyl-2-azetidinone prepared using the Weinreb ketone synthesis proceeds with complete stereochemical control to a 1β-methylcarbapenem precursor bearing an alkynyl unit.The alkyne is readily elaborated to (3S,4R)-3--4--2-azetidin-2-one or hydrogenated and oxidatively cleaved to (3S,4S)-3--4--azetidin-2-one.