158897-42-8

Basic information

• Product Name: 10,11-Epoxy-3,7,11-trimethyl-2(E),6(E)-dodecadienyl 4-methylbenzenethiosulfonate
• CAS NO: 158897-42-8
• Molecular Weight: 408.626
• Mol File: 158897-42-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 10,11-Epoxy-3,7,11-trimethyl-2(E),6(E)-dodecadienyl 4-methylbenzenethiosulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: 10,11-Epoxy-3,7,11-trimethyl-2(E),6(E)-dodecadienyl 4-methylbenzenethiosulfonate(158897-42-8)
• EPA Substance Registry System: 10,11-Epoxy-3,7,11-trimethyl-2(E),6(E)-dodecadienyl 4-methylbenzenethiosulfonate(158897-42-8)

Safety Data

• Hazardous Substances Data: 158897-42-8(Hazardous Substances Data)

Upstream product

• 158897-40-6 10-Bromo-11-hydroxy-3,7,11-trimethyl-2(E),6(E)-dodecadienyl tert-butyldimethylsilyl ether 
• 158897-41-7 10,11-Epoxy-3,7,11-trimethyl-2(E),6(E)-dodecadienyl tert-butyldimethylsilyl ether 
• 61890-77-5 (2E,6E)-1-(tert-butyldimethylsilyloxy)-3,7,1,1-trimethyldodeca-2,6,10-triene 
• 106-28-5 Farnesol 
• 5233-99-8 10,11-epoxyfarnesol 
• 28519-50-8 potassium thiotosylate 
• 63058-28-6 (E,E)-1-chloro-10,11-epoxy-3,7,11-trimethyl-2,6-dodecadiene 

Relevant articles and documents

Synthesis of (6E)-8-Thia- and (14E)-13-Thia-2,3-oxidosqualene: Inhibitors of 2,3-Oxidosqualene-Lanosterol Cyclase

Synthesis of (6E)-8-thia-2,3-oxidosqualene (22) and (14E)-13-thia-2,3-oxidosqualene (34) as inhibitors of 2,3-oxidosqualene-lanosterol cyclase are reported.Synthesis of 22 required the stereospecific generation of a vinyl sulfide.This was achieved by a new coupling of a benzenethiosulfonate (15) and a lithiated vinyl iodide (18).Synthesis of 34 involved similar coupling of benzenethiosulfonate 29 with lithium reagent obtained from vinyl iodide 33.The required (E)-vinyl iodides 18 and 33 were prepared by zirconium-catalyzed carboalumination of 4-pentyn-1-ol, (16) and 2,6-dimethyl-2(E),6(E)-dien-10-yne (32) respectively.Both 22 and 34 inhibited 2,3-oxidosqualene-lanosterol cyclase from Candida albicans with IC 50 values of 0.68 and 45 μM, respectively.