134252-20-3

Basic information

• Product Name: 1,4,5-tris-O-trimethylsilyl-3-deshydroquinate de methyle
• Synonyms: 1,4,5-tris-O-trimethylsilyl-3-deshydroquinate de methyle
• CAS NO: 134252-20-3
• Molecular Weight: 420.726
• Mol File: 134252-20-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1,4,5-tris-O-trimethylsilyl-3-deshydroquinate de methyle(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4,5-tris-O-trimethylsilyl-3-deshydroquinate de methyle(134252-20-3)
• EPA Substance Registry System: 1,4,5-tris-O-trimethylsilyl-3-deshydroquinate de methyle(134252-20-3)

Safety Data

• Hazardous Substances Data: 134252-20-3(Hazardous Substances Data)

Upstream product

• 77-95-2 D-(-)-quinic acid 
• 10534-44-8 3-dehydroquinic acid 
• 75-77-4 chloro-trimethyl-silane 
• 57764-14-4 methyl 3-dehydroquinate 

Downstream Products

• 203920-77-8 (1R,3R,4S,5R)-3-Ethoxycarbonylmethyl-3-hydroxy-1,4,5-tris-trimethylsilanyloxy-cyclohexanecarboxylic acid methyl ester 
• 203920-79-0 (1R,3S,4S,5R)-3-Benzenesulfonylmethyl-3-hydroxy-1,4,5-tris-trimethylsilanyloxy-cyclohexanecarboxylic acid methyl ester 
• 203920-81-4 (1R,3S,4S,5R)-3-Hydroxy-3-prop-2-ynyl-1,4,5-tris-trimethylsilanyloxy-cyclohexanecarboxylic acid methyl ester 

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.