607353-59-3

Basic information

• Product Name: 3-Cyclohexene-1-carboxylic acid, 5-hydroxy-4-methyl-, methyl ester, (1S,5S)-
• CAS NO: 607353-59-3
• Molecular Formula: C9H14O3
• Molecular Weight: 170.208
• Mol File: 607353-59-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-Cyclohexene-1-carboxylic acid, 5-hydroxy-4-methyl-, methyl ester, (1S,5S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Cyclohexene-1-carboxylic acid, 5-hydroxy-4-methyl-, methyl ester, (1S,5S)-(607353-59-3)
• EPA Substance Registry System: 3-Cyclohexene-1-carboxylic acid, 5-hydroxy-4-methyl-, methyl ester, (1S,5S)-(607353-59-3)

Safety Data

• Hazardous Substances Data: 607353-59-3(Hazardous Substances Data)

Upstream product

• 326599-48-8 (1S,3R,4R,5S)-3-Acetoxy-5-(tert-butyl-diphenyl-silanyloxy)-4-methyl-cyclohexanecarboxylic acid methyl ester 
• 326599-49-9 (1S,3R,4R,5S)-5-t-butyldiphenylsilyloxy-3-hydroxy-4-methyl-1-(methoxycarbonyl)cyclohexane 
• 326598-95-2 (1R,3S,4S,5R)-5-acetoxy-3-hydroxy-4-methyl-1-(methoxycarbonyl)cyclohexane 
• 326599-68-2 methyl (1S,5S)-5-(tert-butyldiphenylsilyloxy)-4-methyl-3-cyclohexene-1-carboxylate 

Downstream Products

• 607353-61-7 (4S,6R)-6-hydroxy-1-methyl-4-(methoxycarbonyl)cyclohexene 
• 38235-58-4 trans-sobrerol 
• 607353-60-6 (4S,6R)-1-methyl-6-(4'-nitrobenzoyloxy)-4-(methoxycarbonyl)cyclohexene 

Relevant articles and documents

A convenient, large scale synthesis of trans-(+)-sobrerol

A convenient and highly efficient synthesis of optically pure trans(+)-sobrerol (1), starting from methyl 3,5-dihydroxy-4-methyl benzoate 2 in 8 steps with overall yield 26%, is reported. The key intermediate 4 is prepared in remarkably high yield by selectively esterification of 3 using lipase as catalyst. A critical step to stereoselectively inverse the configuration of 7 is realized under Mistunobu conditions.