70200-36-1Relevant articles and documents
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 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.