203920-79-0

Basic information

• Product Name: (1R,3S,4S,5R)-3-Benzenesulfonylmethyl-3-hydroxy-1,4,5-tris-trimethylsilanyloxy-cyclohexanecarboxylic acid methyl ester
• CAS NO: 203920-79-0
• Molecular Weight: 576.931
• Mol File: 203920-79-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1R,3S,4S,5R)-3-Benzenesulfonylmethyl-3-hydroxy-1,4,5-tris-trimethylsilanyloxy-cyclohexanecarboxylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,3S,4S,5R)-3-Benzenesulfonylmethyl-3-hydroxy-1,4,5-tris-trimethylsilanyloxy-cyclohexanecarboxylic acid methyl ester(203920-79-0)
• EPA Substance Registry System: (1R,3S,4S,5R)-3-Benzenesulfonylmethyl-3-hydroxy-1,4,5-tris-trimethylsilanyloxy-cyclohexanecarboxylic acid methyl ester(203920-79-0)

Safety Data

• Hazardous Substances Data: 203920-79-0(Hazardous Substances Data)

Upstream product

• 3112-85-4 methylphenylsulfonate 
• 134252-20-3 1,4,5-tris-O-trimethylsilyl-3-deshydroquinate de methyle 
• 57764-14-4 methyl 3-dehydroquinate 
• 77-95-2 D-(-)-quinic acid 
• 10534-44-8 3-dehydroquinic acid 

Relevant articles and documents

Stereoselectivity in Nucleophilic Additions to the Carbonyl Group of Methyl 1,4,5-tris(trimethylsilyl)-3-dehydroquinate

Methyl 1,4,5-tris(trimethylsilyl)-3-dehydroquinate was synthesized in a three-step procedure and condensed with various nucleophiles (-CH2COOEt, -CH2SO2Ph, -CH2-CCH, H-).The diastereoselectivity of the reaction, leading to the creation of a new quaternary (or tetiary) asymmetric carbon atom was examined.The preferential axial attack on the C=O group of the cyclohexanone system is discussed.The deprotected products were evaluated as DHQase inhibitors. - Keywords: methyl 3-dehydroquinate; nucleophilic addition; diastereoselectivity.