58223-46-4Relevant articles and documents
Synthesis of corn rootworm pheromones from commercial diols
Nguyen, Thanh-Danh,Nguyen, Cong-Hao,Im, Chan,Dang, Chi-Hien
, p. 380 - 384 (2015)
A mixture of stereoisomers of the corn rootworm pheromones was synthesised via the Grignard coupling of protected bromohydrins with alkylcuprate as a key step. The synthesis of 8-methyldec-2- yl propanoate (I), the northern corn rootworm Diabrotica longicornis Say pheromone, was achieved from pentane-1,5-diol in four steps with an overall yield of 35.1 % and 10-methyltridecan-2-one (II), the southern corn rootworm Diabrotica undecimpunctata howardi Barber pheromone, was synthesised from octane-1,8-diol as commercially available starting material in five steps with an overall yield of 28.7 %.
SYNTHESIS OF THE RACEMIC PROPIONATE OF 8-METHYL-2-DECANOL, THE SEX HORMONE OF THE SEVERAL LEAF-EATING BUGS Diabrotica (CHRYSOMELIDAE)
Kovalev, B. G.,Nasser, Fadel' Akhmed,Sorochinskaya, A. M.
, p. 1651 - 1653 (2007/10/02)
A new method has been developed for the synthesis of sex hormone of Diabrotica leaf-eating bugs, namely, the racemic propionate of 8-methyl-2-decanol, from 7-methyl-1-nonanol, which, in turn, was obtained by two methods using the Grignard reaction from furfural and from 2,3-dibromotetrahydropyran.
