149404-74-0

Basic information

• Product Name: (4R,5R)-1-Acetoxy-4-isopropenyl-5-methyl-5-vinylcyclohex-1-ene
• Synonyms: (4R,5R)-1-Acetoxy-4-isopropenyl-5-methyl-5-vinylcyclohex-1-ene
• CAS NO: 149404-74-0
• Molecular Weight: 220.312
• Mol File: 149404-74-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (4R,5R)-1-Acetoxy-4-isopropenyl-5-methyl-5-vinylcyclohex-1-ene(CAS DataBase Reference)
• NIST Chemistry Reference: (4R,5R)-1-Acetoxy-4-isopropenyl-5-methyl-5-vinylcyclohex-1-ene(149404-74-0)
• EPA Substance Registry System: (4R,5R)-1-Acetoxy-4-isopropenyl-5-methyl-5-vinylcyclohex-1-ene(149404-74-0)

Safety Data

• Hazardous Substances Data: 149404-74-0(Hazardous Substances Data)

Upstream product

• 135503-45-6 (1R,3S,5R)-6,6-dimethyl-3-(phenylseleno)bicyclo<3.1.1>heptan-2-one 
• 149404-73-9 (1R,2R,5R)-2,6,6-Trimethylbicyclo<3.1.1>hept-3-en-2-ol 
• 35408-03-8 (+)-apoverbenone 
• 80-57-9 (-)-Verbenone 
• 38651-65-9 (1R,5S)-(+)-nopinone 
• 557-34-6 zinc diacetate 
• 134655-24-6 (1S,4R,5R)-4,6,6-trimethyl-4-vinylbicyclo[3.1.1]heptan-2-one 

Downstream Products

• 149404-72-8 (3R,4R)-3-Methyl-4-isopropenyl-3-vinylcyclohexanone 
• 202194-34-1 (2E,4E)-5-((1S,3R,4R)-3-Isopropenyl-4-methyl-4-vinyl-cyclohexyl)-hexa-2,4-dienoic acid ethyl ester 
• 202194-29-4 (1R,2S,4R,5R)-2-Hydroxy-5-isopropenyl-4-methyl-4-vinyl-cyclohexanecarboxylic acid ethyl ester 
• 202194-30-7 (4R,5R)-5-Isopropenyl-4-methyl-4-vinyl-cyclohex-1-enecarboxylic acid ethyl ester 
• 202194-35-2 2-((1S,4R,5R)-5-Isopropenyl-4-methyl-4-vinylcyclohex-1-yl)but-3-en-2-ol 
• 202194-37-4 (4R,5R)-5-Isopropenyl-4-methyl-4-vinylcyclohex-1-enecarboxylic acid 
• 202194-31-8 (4R,5R)-5-Isopropenyl-4-methyl-4-vinylcyclohexen-1-yl methyl ketone 
• 139694-48-7 (2E,4E)-5-((1S,3R,4R)-3-Isopropenyl-4-methyl-4-vinyl-cyclohexyl)-hexa-2,4-dienoic acid methyl ester 
• 70206-91-6 fuscol 
• 139694-47-6 (E)-3-((1S,4R,5R)-5-Isopropenyl-4-methyl-4-vinylcyclohex-1-yl)but-2-enal 
• 70224-50-9 (1S,3R,4R)-1-Acetyl-3-isopropenyl-4-methyl-4-vinylcyclohexane 
• 229010-44-0 dithiocarbonic acid O-{2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-isopropenyl-5-methyl-5-vinyl-cyclohexyl} ester S-methyl ester 
• 229010-50-8 Methyl 2-<(1S,3R,4R)-3-isopropenyl-4-methyl-4-vinylcyclohexyl>-4-<(5R)-2,2,4,4-tetramethyl-1,3-dioxolan-5-yl>butanoate 
• 229010-51-9 Methyl (5R)-2-<(1S,3R,4R)-3-isopropenyl-4-methyl-4-vinylcyclohexyl>-5,6-dihydroxy-6-methylheptanoate 

Relevant articles and documents

Efficient Synthesis of (1S,5S)-4-Alkyl-6,6-dimethylbicyclohept-3-en-2-ones from (1R,5S)-(+)-Nopinone and Preparation of Some Chiral Building Blocks Suitable for the Asymmetric Synthesis

A general and convenient transformation of (1R,5S)-(+)-nopinone (1) into (1S,5S)-4-alkyl-6,6-dimethylbicyclohept-3-en-2-ones, i.e. (-)-verbenone (6a) as the simplest compound and its C(4)-alkyl homologs 6b-f, via (+)-apoverbenone (7) is developed and applied, starting with 6a,e, to the syntheses of (4R,5R)-1-acetoxy-4-isopropenyl-5-methyl-5-vinyl-1-cyclohexene (12a) and (4R,5S)- and (4R,5R)-1-acetoxy-5-(3-butenyl)-4-isopropenyl-5-methyl-1-cyclohexene (12b and 12c), in connection with a search for chiral building blocks suitable for the asymmetric synthesis.Preparation of 12a indicates the formal synthesis of the elemanoid sesquiterpenes (-)-β-elemenone and (-)-eleman-8β,12-olide