856680-45-0

Basic information

• Product Name: tert-butyl 4-methylidenecyclohexanecarboxylate
• Synonyms: tert-butyl 4-methylidenecyclohexanecarboxylate
• CAS NO: 856680-45-0
• Molecular Weight: 196.29
• Mol File: 856680-45-0.mol

Chemical Properties

• CAS DataBase Reference: tert-butyl 4-methylidenecyclohexanecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 4-methylidenecyclohexanecarboxylate(856680-45-0)
• EPA Substance Registry System: tert-butyl 4-methylidenecyclohexanecarboxylate(856680-45-0)

Safety Data

• Hazardous Substances Data: 856680-45-0(Hazardous Substances Data)

Upstream product

• 1779-49-3 Methyltriphenylphosphonium bromide 
• 38446-95-6 4-oxocyclohexanecarboxylic acid tert-butyl ester 

Relevant articles and documents

Chemo- and stereoselectivity in titanium-mediated regioselective ring-opening reaction of epoxides at the more substituted carbon

Chemo- and stereoselectivity in the ring-opening reaction of epoxides with a reagent prepared from allylmagnesium halide and chlorotitanium triphenoxide is described. It has been proven that the allylating reagent can also be used for the reaction of epoxides bearing a tert-butyl ester, amide, or acetal moiety, and that the epoxide cleavage regioselectively takes place at the more substituted carbon in all cases. Interestingly, while the reaction of acyclic 2,2,3-trialkyl epoxides or 3,3-disubstituted 2,3-epoxy alcohol derivatives with the allyltitanium reagent yielded the allylated products as an almost 1:1 diastereomixture, the ring-opening reaction of 2-substituted 2,3-epoxy alcohol derivatives stereospecifically proceeded through the anti pathway. The latter reaction is extremely useful for asymmetric construction of quaternary carbon centers.