175891-54-0

Basic information

• Product Name: (3S,4R)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-((1S,3S)-3-methoxy-2-oxo-cyclohexyl)-azetidin-2-one
• Synonyms: (3S,4R)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-((1S,3S)-3-methoxy-2-oxo-cyclohexyl)-azetidin-2-one
• CAS NO: 175891-54-0
• Molecular Weight: 355.55
• Mol File: 175891-54-0.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (3S,4R)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-((1S,3S)-3-methoxy-2-oxo-cyclohexyl)-azetidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,4R)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-((1S,3S)-3-methoxy-2-oxo-cyclohexyl)-azetidin-2-one(175891-54-0)
• EPA Substance Registry System: (3S,4R)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-((1S,3S)-3-methoxy-2-oxo-cyclohexyl)-azetidin-2-one(175891-54-0)

Safety Data

• Hazardous Substances Data: 175891-54-0(Hazardous Substances Data)

Upstream product

• 7429-44-9 2-methoxycyclohexanone 
• 76899-07-5 (3R,4R)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-acetoxyazetidin-2-one 
• 23740-37-6 2-methoxycyclohex-2-en-1-one 
• 188396-11-4 1-{(2S,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-3-methoxy-2-oxo-cyclohexanecarboxylic acid allyl ester 
• 188396-10-3 1-{(2S,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-3-methoxy-2-oxo-cyclohexanecarboxylic acid allyl ester 
• 188396-09-0 3-Methoxy-2-oxo-cyclohexanecarboxylic acid allyl ester 
• 155320-76-6 (2S)-2-methoxycyclohexanone 
• 188396-12-5 (3S,4R)-1-(tert-Butyl-dimethyl-silanyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-(3-methoxy-2-oxo-cyclohexyl)-azetidin-2-one 
• 135413-15-9 (3S,4R)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-((S)-3-methoxy-2-oxo-cyclohex-3-enyl)-azetidin-2-one 
• 66057-15-6 (6-methoxy-cyclohex-1-enyloxy)-trimethyl-silane 
• 86978-81-6 (3R,4R)-4-acetoxy-3-[(R)-1-(t-butyldimethylsilyloxy)ethyl]-1-trimethylsilyl-2-azetidinone 

Relevant articles and documents

Stereoselective synthesis of a key intermediate of sanfetrinem by means of a chelated tin(IV) enolate

(2S)-2-Methoxycyclohexanone [(2S)-6], reacts with the 4-acetoxyazetidinone 3a in the presence of SnCl4 and a tertiary amine base (such as N,N-diisopropylethylamine) to give the ketoazetidinone 5 (a key intermediate in the synthesis of the broad

The use of zinc enolates in the synthesis of a key intermediate for the preparation of trinem antibiotics

The stereoselective preparation of 2a, a key intermediate in the synthesis of the broad spectrum tricyclic β-lactam antibiotic GV104326 1, by the reaction of a zinc enolate derived from chiral non-racemic 2-methoxycyclohexanone with azetidinone 3 is described.

The stereoselective synthesis of a key intermediate of the trinem antibiotic Sanfetrinem

By modulating the reactivity of the Lewis acid promoter it was possible to obtain, in a single stereoselective condensation step, the methoxyketone 7, an advanced intermediate in the synthesis of Sanfetrinem GV 104326.