287720-47-2

Basic information

• Product Name: (2RS)-2-<(1R)-4-methylcyclohex-3-enyl>propanol
• Synonyms: (2RS)-2-<(1R)-4-methylcyclohex-3-enyl>propanol
• CAS NO: 287720-47-2
• Molecular Weight: 154.252
• Mol File: 287720-47-2.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: (2RS)-2-<(1R)-4-methylcyclohex-3-enyl>propanol(CAS DataBase Reference)
• NIST Chemistry Reference: (2RS)-2-<(1R)-4-methylcyclohex-3-enyl>propanol(287720-47-2)
• EPA Substance Registry System: (2RS)-2-<(1R)-4-methylcyclohex-3-enyl>propanol(287720-47-2)

Safety Data

• Hazardous Substances Data: 287720-47-2(Hazardous Substances Data)

Upstream product

• 5989-27-5 D-limonene 
• 6485-40-1 (R)-Carvone 
• 121962-39-8 2-(4-methyl-3-cyclohexen-1-yl)-propanal 
• 5524-05-0 (2R,5R)-5-isopropenyl-2-methylcyclohexanone 
• 141277-82-9 ethyl (E)-2-[(2R,5R)-2-methyl-5-(prop-1-en-2-yl)cyclohexylidene]acetate 

Downstream Products

• 13835-32-0 (2R)-2-[(1R)-4-methylcyclohex-3-en-1-yl]propyl 3,5-dinitrobenzoate 
• 5989-27-5 D-limonene 
• 13835-75-1 (2R)-2-[(1R)-4-methylcyclohex-3-en-1-yl]propan-1-ol 
• 136825-25-7 [2-((R)-4-Methyl-cyclohex-3-enyl)-propyl]-triphenyl-phosphonium; iodide 
• 136317-15-2 (3aR,4R,6R,6aR)-4-Methoxy-2,2-dimethyl-6-[(Z)-3-((R)-4-methyl-cyclohex-3-enyl)-but-1-enyl]-tetrahydro-furo[3,4-d][1,3]dioxole 
• 136317-18-5 (3aR,4R,6R,6aR)-4-Methoxy-2,2-dimethyl-6-[3-((R)-4-methyl-cyclohex-3-enyl)-butyl]-tetrahydro-furo[3,4-d][1,3]dioxole 
• 80320-90-7 1-Methyl-4-[(R)-(S)-2-((R)-4-methyl-cyclohex-3-enyl)-propane-1-sulfinyl]-benzene 
• 80373-63-3 1-Methyl-4-[(R)-(R)-2-((R)-4-methyl-cyclohex-3-enyl)-propane-1-sulfinyl]-benzene 

Relevant articles and documents

Biosynthesis of Stereoisomers of Dill Ether and Wine Lactone by Pleurotus sapidus

The white-rot fungus Pleurotus sapidus (PSA) biosynthesizes the bicyclic monoterpenoids 3,6-dimethyl-2,3,3a,4,5,7a-hexahydrobenzofuran (dill ether) (1) and 3,6-dimethyl-3a,4,5,7a-tetrahydro-1-benzofuran-2(3H)-one (wine lactone) (2). Submerged cultures gro

TERPENE AND TERPENOID DERIVATIVES CONTAINING VINYL GROUPS FOR THE PREPARATION OF POLYMERS

The invention relates to a method for producing functionalised monomers, the method comprising: a) providing a starting material selected from terpenes and terpenoids; b) forming a derivative of the starting material by incorporation of a hydroxyl group; c) esterifying the hydroxyl group of the derivative to introduce a moiety containing a vinyl group, so as to produce a functionalised monomer. The functionalised monomer can be polymerised to obtain a bio-derived polymer.

A chemoenzymatic, preparative synthesis of the isomeric forms of p-menth-1-en-9-ol: Application to the synthesis of the isomeric forms of the cooling agent 1-hydroxy-2,9-cineole

A preparative-scale synthesis of the four p-menth-1-en-9-ol isomers 2a-5a has been achieved by means of two chemoenzymatic processes. Both synthetic pathways start from the enantiomeric forms of limonene that are converted into p-mentha-1,8-dien-9-al isomers 12 and 15. The baker's yeast mediated reduction of the latter aldehydes afforded compounds 3a and 5a, respectively, with very high enantioselectivity. Moreover, chemical reduction of 12 and 15 gives the mixtures of enantiopure diastereoisomers 2a/3a and 4a/5a, respectively. PPL (Porcine pancreas lipase) mediated resolution of the latter mixtures followed by fractionating crystallization of derivatives 2b-5b allowed the enantio- and diastereoisomerically pure alcohols 2a-5a to be obtained. Compounds 2a-5a have then been used as starting materials for the preparation of four isomers of the cooling agent 1-hydroxy-2,9-cineole (6-9). Wiley-VCH Verlag GmbH & Co. KGaA, 2008.