257950-73-5

Basic information

• Product Name: (3R)-(4-methoxybenzyl)-nopan-3-thiol
• Synonyms: (3R)-(4-methoxybenzyl)-nopan-3-thiol
• CAS NO: 257950-73-5
• Molecular Weight: 320.496
• Mol File: 257950-73-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (3R)-(4-methoxybenzyl)-nopan-3-thiol(CAS DataBase Reference)
• NIST Chemistry Reference: (3R)-(4-methoxybenzyl)-nopan-3-thiol(257950-73-5)
• EPA Substance Registry System: (3R)-(4-methoxybenzyl)-nopan-3-thiol(257950-73-5)

Safety Data

• Hazardous Substances Data: 257950-73-5(Hazardous Substances Data)

Upstream product

• 257950-70-2 (3S)-(4-methoxybenzyl)-nopan-3-ol 
• 824-94-2 p-methoxybenzyl chloride 
• 35836-73-8 (1R)-(-)-nopol 
• 257950-72-4 (3R)-(4-methoxybenzyl)-nopan-3-N,N-dimethyldithiocarbamate 

Downstream Products

• 257950-77-9 (-)-(1R,2R,S_S,1'R,2'S,3'R)-trans-2-(4-methoxybenzyl)-nopylsulfinylcyclohexanol 

Relevant articles and documents

The cleavage of meso-epoxides with homochiral thiols: Synthesis of (+)- and (-)-trans-1-mercaptocyclohexan-2-ol

The synthesis of (+)- and (-)-trans-1-mercaptocyclohexan-2-ol is described. Ring opening of cyclohexene oxide with (-)-4-methoxybenzylnopan- 3(R)-thiol 1a followed by oxidation gives two readily separable diastereomeric sulfoxides. These sulfoxides display very different thermal stability but both undergo regio-specific syn-elimination to give cyclohexan- 1-ol-2-sulfenic acid that can be reacted in situ with 3,5-dimethylthiophenol to give a mixed disulfide. Reduction of these disulfides with lithium aluminium hydride gives the title compounds in enantiomerically pure form.