70200-36-1Relevant academic research and scientific papers
Pheromone synthesis, CXCVIII. Synthesis of (1S,2S,6S,10R)- and (1S,2R,6R,10R)-1,2,6,10-tetramethyldodecyl propanoate, the components of the sex pheromone of the pine sawfly, Microdiprion pallipes
Nakamura, Yoshihide,Mori, Kenji
, p. 2175 - 2182 (2007/10/03)
(1S,2S,6S,10R)- and (1S,2R,6R,10R)-1,2,6,10-tetramethyldodecyl propanoate (1 and 2), the components of the pheromone of Microdiprion pallipes, were synthesized from two chiral and nonracemic building blocks, (R)-3-tert-butoxycarbonyl-2-methylpropanoic acid (D) and (2R,6S)-7-acetoxy- 2,6-dimethyl-1-heptanol (G), by employing lipase-catalyzed kinetic resolution in a later step.
Synthesis of Chiral Alcohol and Ester Pheromones through Enzyme-Catalysed Hydrolysis using Pseudomonas fluorescens Lipase: Preparation of (2R,6S,10S)-6,10,14-Trimethylpentadecan-2-ol and the Propionate of (2R,8R)-8-Methyldecan-2-ol
Naoshima, Yoshinobu,Munakata, Yoshihito,Yoshida, Satoshi,Funai, Akio
, p. 549 - 553 (2007/10/02)
(2R,6S,10S)-6,10,14-Trimethylpentadecan-2-ol , one of the stereoisomers of the sex pheromone of Corcyra cephalonica Stainton, was synthesized in highly optically pure form by the hydrolysis of the 2,2,2-trichloroethyl carbonate of (2RS,6S,
SYNTHESIS OF THE PROPIONATES OF (2R,8R)- AND (2RS,8R)-8-METHYL-2-DECANOL, THE ATTRACTANTS OF THE WESTERN CORN ROOTWORM
Carpita, Adriano,Chini, Marco,Rossi, Renzo
, p. 29 - 34 (2007/10/02)
The propionate of (2R,8R)-8-methyl-2-decanol, (2R,8R)-1, an attractant of the western corn rootworm, Diabrotica virgifera Le Conte, has been prepared by a synthetic route in which enantiomerically pure methyl hydrogen (R)-3-methylglutarate, (R)-2, and (S)-glutamic acid, (S)-3, have been used as chiral precursors.In this convergent synthesis, (R)-2 and (S)-3 have been stereospecifically converted into (R)-1-bromo-3-methylpentane, (R)-4, and (R)-1,4-pentanediol, (R)-5, respectively.An analogous synthetic scheme has been followed to prepare biologically active (2RS, 8R)-1 starting from (R)-4 and racemic 5.
SYNTHESIS OF THE PROPIONATES OF (2R,8R)- AND (2S,8R)-8-METHYL-2-DECANOL, THE PHEROMONE OF THE WESTERN CORN ROOTWORM, EMPLOYING CHIRAL COMPOUNDS OF MICROBIAL ORIGIN AS STARTING MATERIALS
Mori, Kenji,Watanabe, Hidenori
, p. 299 - 304 (2007/10/02)
The attractants of the western corn rootworm (Diabrotica virgifera virgifera Le Conte), the propionates of (2R,8R)- and (2S,8R)-8-methyl-2-decanol, were synthesized from (R)-(+)-citronellol and the enantiomers of ethyl β-hydroxybutyrate of microbial origin.
