98758-86-2

Basic information

• Product Name: (+/-)-α-cyclohexylidenemethyl-2-methylenebicyclo<3.1.0>hexane-1-methanol
• Synonyms: (+/-)-α-cyclohexylidenemethyl-2-methylenebicyclo<3.1.0>hexane-1-methanol
• CAS NO: 98758-86-2
• Molecular Weight: 218.339
• Mol File: 98758-86-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (+/-)-α-cyclohexylidenemethyl-2-methylenebicyclo<3.1.0>hexane-1-methanol(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-α-cyclohexylidenemethyl-2-methylenebicyclo<3.1.0>hexane-1-methanol(98758-86-2)
• EPA Substance Registry System: (+/-)-α-cyclohexylidenemethyl-2-methylenebicyclo<3.1.0>hexane-1-methanol(98758-86-2)

Safety Data

• Hazardous Substances Data: 98758-86-2(Hazardous Substances Data)

Upstream product

• 1121-49-9 bromomethylenecyclohexane 
• 88908-86-5 (+/-)-1-formyl-2-methylenebicyclo<3.1.0>hexane 
• 88908-86-5 2-methylenebycyclo<3.1.0>hexane-1-carboxaldehyde 
• 2043-61-0 cyclohexanecarbaldehyde 
• 52183-68-3 1-dibromomethyl-1-cyclohexanol 
• 88908-87-6 (+/-)-methyl 2-methylenebicyclo<3.1.0>hexane-1-carboxylate 
• 88908-87-6 2-Methylene-bicyclo[3.1.0]hexane-1-carboxylic acid methyl ester 
• 93601-57-1 1-hydroxymethyl-2-methylenebicyclo<3.1.0>hexane 
• 93489-97-5 (+/-)-2-methylenebicyclo<3.1.0>hexane-1-methanol 
• 61996-11-0 2-oxo-bicyclo[3.1.0]hexane-1-carboxylic acid methyl ester 

Downstream Products

• 54676-97-0 cyclohexylidene-((Z)-2-methylene-cyclohexyliden)-ethane 
• 88931-02-6 (+/-)-(Z)-3-(2-cyclohexylidene-ethylidene)-4-methylenecyclohexanol 

Relevant articles and documents

A General Method for the Synthesis of 3,5-Cyclovitamin D3 and Derivatives. A Stereoselective Synthesis of Vitamin D3

A stereoselective synthesis of vitamin D3 (1) was achieved via 3,5-cyclovitamin D3 (33) which was synthesized from the chiral aldehyde (3) and the vinyl bromide (27) derived from Grundmann's ketone (25). (+/-)-(Z)-5-(2-Cyclohexylidene-ethylidene)-4-methylenecyclohexane-r-1, t-3-diol (24) as a model compound of 1α-hydroxyvitamin D3 was also stereoselectively synthesized via the solvolysis of (+/-)-α-cyclohexylidenemethyl-3β-methoxymethoxy-2-methylenebicyclohexane-1-methanol (21) which was prepared from the aldehyde (12) and the organostannane (16).

SYNTHETIC STUDIES TOWARD TO 1α-HYDROXYVITAMIN D3 --- STEREOSELECTIVE SYNTHESIS OF (+/-)-(Z)-2-(3β,5α-DIHYDROXY-2-METHYLENECYCLOHEXYLIDENE)ETHYLIDENECYCLOHEXANE

As a model experiment for a synthesis of 1α-hydroxyvitamin D3, the title compound (19) was stereoselectively synthesized via the solvolysis of (+/-)-2-hydroxy-2-hexane)-1>ethylidenecyclohexane (15).