183134-52-3

Basic information

• Product Name: Cyclohexanecarboxylic acid, 1,3,4-trihydroxy-, methyl ester, (1R,3R,4S)-
• CAS NO: 183134-52-3
• Molecular Formula: C8H14O5
• Molecular Weight: 190.196
• Mol File: 183134-52-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Cyclohexanecarboxylic acid, 1,3,4-trihydroxy-, methyl ester, (1R,3R,4S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanecarboxylic acid, 1,3,4-trihydroxy-, methyl ester, (1R,3R,4S)-(183134-52-3)
• EPA Substance Registry System: Cyclohexanecarboxylic acid, 1,3,4-trihydroxy-, methyl ester, (1R,3R,4S)-(183134-52-3)

Safety Data

• Hazardous Substances Data: 183134-52-3(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 665-27-0 1,5-quinide 
• 94903-42-1 (1R,2R,4R,6R,8S)-8-Hydroxy-4-phenyl-3,5,10-trioxa-tricyclo[6.2.1.0^2,6]undecan-9-one 
• 183134-50-1 (2R,3aR,5R,7R,7aS)-5-Benzyloxycarbonyloxy-7-hydroxy-2-phenyl-hexahydro-benzo[1,3]dioxole-5-carboxylic acid methyl ester 
• 183134-49-8 Carbonic acid benzyl ester (1R,2R,4R,6R,8S)-9-oxo-4-phenyl-3,5,10-trioxa-tricyclo[6.2.1.0^2,6]undec-8-yl ester 
• 77-95-2 D-(-)-quinic acid 
• 130021-73-7 methyl 3,4-O-cyclohexylidenequinate 
• 850353-73-0 methyl (1R,3R,4S,5R)-3,4-O-cyclohexylidene-5-(1H-imidazole-1-carbonothioyloxy)-1,3,4-trihydroxycyclohexanecarboxylate 
• 850353-98-9 (1R,3R,4S)-3,4-O-isopropylidene-1-hydroxymethyl-1-hydroxycyclohexan-3,4-diol 
• 850353-75-2 methyl (1R,3R,4S)-3,4-O-cyclohexylidene-1,3,4-trihydroxycyclohexanecarboxylate 
• 183134-51-2 (2R,3aR,5S,7aS)-5-Benzyloxycarbonyloxy-2-phenyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxole-5-carboxylic acid methyl ester 

Downstream Products

• 183134-53-4 (1R,4S)-1,4-Dihydroxy-3-oxo-cyclohexanecarboxylic acid 
• 183254-44-6 (S)-4-Hydroxy-3-oxo-cyclohex-1-enecarboxylic acid 

Relevant articles and documents

Deoxygenative Divergent Synthesis: En Route to Quinic Acid Chirons

The installation of vicinal mesylate and silyl ether groups in a quinic acid derivative generates a system prone for stereoselective borane-catalyzed hydrosilylation through a siloxonium intermediate. The diversification of the reaction conditions allowed the construction of different defunctionalized fragments foreseen as useful synthetic fragments. The selectivity of the hydrosilylation was rationalized on the basis of deuteration experiments and computational studies.

Synthesis of trimethyl (2S,3R)- and (2R,3R)-[2-2H 1]-homocitrates and the corresponding dimethyl ester lactones-towards elucidating the stereochemistry of the reaction catalysed by homocitrate synthase and by the Nif-V protein

Trimethyl (2S,3R)- and (2R,3R)-[2-2H1]-homocitrates, 10b and 10c respectively, and dimethyl (2S,3R)- and (2R,3R)-[2- 2H1]-homocitric lactones, 11b and 11c respectively, have been synthesised from shikimic acid a