504414-47-5

Basic information

• Product Name: (1R,3R)-3-methylcyclopentadecyl acetate
• Synonyms: (1R,3R)-3-methylcyclopentadecyl acetate
• CAS NO: 504414-47-5
• Molecular Weight: 282.467
• Mol File: 504414-47-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1R,3R)-3-methylcyclopentadecyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,3R)-3-methylcyclopentadecyl acetate(504414-47-5)
• EPA Substance Registry System: (1R,3R)-3-methylcyclopentadecyl acetate(504414-47-5)

Safety Data

• Hazardous Substances Data: 504414-47-5(Hazardous Substances Data)

Upstream product

• 108-05-4 vinyl acetate 

Downstream Products

• 10403-00-6 (R)-3-methyl-1-cyclopentadecanone 
• 504414-45-3 (1S,3R)-3-methylcyclopentadecyl benzoate 

Relevant articles and documents

Stereoselective and enantioselective syntheses of the four stereoisomers of muscol from (3RS)-muscone

Two trans stereoisomers of 3-methylcyclopentadecanol (= muscol), (1R,3R)-2 and (1S,3S)-2, were efficiently synthesized from (3RS)-3- methylcyclopentadecanone (= muscone; (3RS)-1) by a highly stereoselective reduction (Scheme). L-Selectride (= lithium tri(sec-butyl)borohydride) was used, followed by the enantiomer resolution by lipase QLG (Alcaligenes sp.). The cis stereoisomers of muscol, (1S,3R)-2 and (1R,3S)-2, were obtained by the Mitsunobu inversion of (1R,3R)-2 and (1S,3S)-2, respectively (Scheme). The absolute configuration of (1R,3R)-2 was determined by X-ray crystal-structure analysis of its 3-nitrophthalic acid monoester, 2-[(1R,3R)-3- methylcyclopentadecyl hydrogen benzene-1,2-dicarboxylate ((1R,3R)-3b), and by oxidation of (1R,3R)-2 to (3R)-muscone.