Method for synthesizing high-enantiomer-purity diprionidae pheromone and stereo isomer

A technology of stereoisomers and synthesis methods, which is applied in the field of synthesis of high-enantiomer pure pine sawfly sex pheromones and stereoisomers, can solve the problem of low activity and achieve high enantiomeric purity and good application foreground effect
CN102167666AInactive Publication Date: 2011-08-31XIAMEN UNIV
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Patent Information

Authority / Receiving Office
CN · China
Current Assignee / Owner
XIAMEN UNIV
Publication Date
2011-08-31
Estimated Expiration
Not applicable · inactive patent

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Abstract

The invention discloses a method for synthesizing a high-enantiomer-purity diprionidae pheromone and a stereo isomer, relates to a diprionidae pheromone and provides a novel method for synthesizing an optically-active high-enantiomer-purity diprionidae pheromone and a stereo isomer. The method comprises the following steps of: selectively synthesizing the high-enantiomer-purity diprionidae pheromone, a homologous compound thereof and the stereo isomer by taking malic acid or (3R)-hydroxy ethyl butyrate as a raw material; and synthesizing a series of important intermediate compounds, including(R)-1,3-butanediol 12a, (S)-1,3-butanediol 12b, (R)-3-methyl-1-bromotridecane 20a (S)-3-methyl-1-bromotridecane 20b as well as chiral 3,7-dimethyl-2-pentadecyl alcohol 21-28, chiral 3,7-dimethyl-2-tridecyl alcohol 29-36 and chiral 3,7-dimethyl-2-undecyl alcohol 37-44. The diprionidae pheromone is obtained by acylating chiral alcohol 21-44.
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Description

Technical field

[0001] The invention relates to the sex pheromone of the pine sawfly, in particular to a method for synthesizing the sex pheromone and stereoisomers of the high enantiomeric pure pine sawfly. Background technique

[0002] The chemical connection between organisms is a universal law, and the chemical connection between insects is currently the most detailed research. Insects can not only attract the opposite sex, alert, mark paths and nests by releasing small amounts of chemical substances, and affect the development and behavior of other individuals of the same species, but also use chemical substances as weapons for offensive, defensive, and protection of the population. Insect pheromone (pheromone) is a micro-chemical substance secreted by an individual organism to the outside world and received by another body of the same species, which can cause specific behavior or development. Pheromone of insects can be divided into sex pheromone, aggregation pheromone, al...

Claims

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