913548-05-7

Basic information

• Product Name: (4S)-1-hydroxymethyl-4-isopropyl-2-phenylselenenylcyclohexan-1-ol
• CAS NO: 913548-05-7
• Molecular Weight: 327.325
• Mol File: 913548-05-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (4S)-1-hydroxymethyl-4-isopropyl-2-phenylselenenylcyclohexan-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (4S)-1-hydroxymethyl-4-isopropyl-2-phenylselenenylcyclohexan-1-ol(913548-05-7)
• EPA Substance Registry System: (4S)-1-hydroxymethyl-4-isopropyl-2-phenylselenenylcyclohexan-1-ol(913548-05-7)

Safety Data

• Hazardous Substances Data: 913548-05-7(Hazardous Substances Data)

Upstream product

• 94597-63-4 (S)-tert-butyldimethyl[(4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptan-1-yl)methoxy]silane 
• 190718-78-6 ((4S)-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptan-1-yl)methanol 
• 536-59-4 (-)-perillyl alcohol 
• 913548-03-5 (4S)-1-tert-butyldimethylsilyloxymethyl-1,2-epoxy-4-isopropylcyclohexane 
• 913548-04-6 (4S)-1-tert-butyldimethylsilyloxymethyl-4-isopropyl-2-phenylselenenylcyclohexan-1-ol 

Downstream Products

• 53399-74-9 (1S,4R)-4-isopropyl-1-methyl-2-cyclohexen-1-ol 
• 2158-59-0 (R)-(-)-cryptone 

Relevant articles and documents

Synthesis of (1S,4R)-4-isopropyl-1-methyl-2-cyclohexen-1-ol, the aggregation pheromone of the ambrosia beetle Platypus quercivorus, its racemate, (1R,4R)- and (1S,4S)-isomers

(S)-Perillyl alcohol was converted to (R)-cryptone (91.5-93% ee) in six steps, which was then treated with methyllithium to give (1S,4R)-4-isopropyl-1-methyl-2-cyclohexen-1-ol, the aggregation pheromone of the ambrosia beetle Platypus quercivorus. The racemic pheromone was also prepared by methylation of (±)-cryptone. Both (1R,4R)- and (1S,4S)-isomers (98% ee) of the pheromone were synthesized from the enantiomers of dihydrolimonene oxide.