114669-68-0

Basic information

• Product Name: (1S,3R,6S,7S,8R)-4-aza-3-(benzylamino)-3-(trichloromethyl)-2,10-dioxa-7,8-di(trimethyilsilyloxy)bicyclo<4.2.0>decan-5-one
• CAS NO: 114669-68-0
• Molecular Weight: 556.033
• Mol File: 114669-68-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1S,3R,6S,7S,8R)-4-aza-3-(benzylamino)-3-(trichloromethyl)-2,10-dioxa-7,8-di(trimethyilsilyloxy)bicyclo<4.2.0>decan-5-one(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,3R,6S,7S,8R)-4-aza-3-(benzylamino)-3-(trichloromethyl)-2,10-dioxa-7,8-di(trimethyilsilyloxy)bicyclo<4.2.0>decan-5-one(114669-68-0)
• EPA Substance Registry System: (1S,3R,6S,7S,8R)-4-aza-3-(benzylamino)-3-(trichloromethyl)-2,10-dioxa-7,8-di(trimethyilsilyloxy)bicyclo<4.2.0>decan-5-one(114669-68-0)

Safety Data

• Hazardous Substances Data: 114669-68-0(Hazardous Substances Data)

Upstream product

• 496-61-7 1,5-anhydro-2-deoxy-D-erythro-pent-1-enitol 

Relevant articles and documents

CYCLOADDITION OF TRICHLOROACETYL ISOCYANATE TO GLYCALS

Cycloaddition of trichloroacetyl isocyanate to 1,5-anhydro-2-deoxy-D-erythro- and -L-threo-pent-1-enitols, and 1,5-anhydro-2-deoxy-D- and -L-arabino-hex-1-enitols having benzyl, methyl, tert-butyldimethylsilyl, and trimethylsilyl substituents on hydroxyl groups proceeds satisfactorily, under normal pressure at room temperature, to give a mixture of and cycloadducts.The isocyanate enters the glycal molecule stereospecifically anti with respect to the C-3 substituent.Bicyclic adducts slowly rearrange to the respective α,β-unsaturated amides.N-Deprotection of the trichloroacetyl substituent in cycloadducts produces stable β-lactams.Further deprotection gives crystalline, water-soluble 2-carboxy-2-deoxypento- and -hexo-pyranosylaminolactams having a unique bicyclic sugar structure.