96857-05-5

Upstream product

• 20445-33-4 (R)-methoxytrifluoromethylphenylacetyl chloride 
• 84435-13-2 (+)-(2S)-2-hydroxyoctan-3-one 
• 96857-02-2 (2S,3R)-2,3-octanediol 2-benzyl-3-EE ether 
• 96857-04-4 (S)-2-benzyloxy-3-octanone 
• 96857-03-3 (2S,3R)-2,3-octanediol 2-benzyl ether 
• 89408-81-1 (1R)-1-[(2S)-oxiran-2-yl]hexan-1-ol 
• 3391-86-4 1-octen-3-ol 
• 39637-99-5 (S)-(+)-2-methoxy-2-trifluoromethyl-2-phenylacetyl chloride 
• 96857-00-0 (2S,3R)-1,2-epoxy-3-octanol EE ether 
• 96857-01-1 (2S,3R)-2,3-octanediol 3-EE ether 

Relevant academic research and scientific papers

New and Convenient Chemoenzymatic Syntheses of (S)-2-Hydroxy-3-octanone, the Major Pheromone Component of Xylotrechus spp., and Its R-Enantiomer

New and efficient chemoenzymatic approaches for the synthesis of both enantiomers of 2-hydroxy-3-octanone in good yields and excellent enantioselectivity are presented. The S-enantiomer is a pheromone component of economically important pests in Japan, India, China, and other Asian countries. The enzymatic approaches involve transesterification of the racemic acyloin with vinyl acetate in the presence of Candida antarctica lipase B (CAL B) in 99% ee of both enantiomers (E = 167-618), or hydrolysis of the acetylated acyloin by double kinetic resolution with CAL B and C. antarctica lipase A (CAL A) in 96-98% ee of either enantiomer (E = 458). CAL A and CAL B induce reverse enantioselectivity.

SYNTHESIS OF (2S,3S)-2.3-OCTANEDIOL AND (S)-2-HYDROXY-3-OCTANONE, THE MALE SEX PHEROMONE OF THE GRAPE BORER XYLOTRECHUS PYRRHODERUS

(2S,3S)-2,3-Octanediol and (S)-2-hydroxy-3-octanone, the pheromone of the grape borer, were synthesized from (+/-)-1-octen-3-ol employing the Sharpless asymmetric epoxidation as the starting step.