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Synthesis method of paederus fuscipes sex pheromone

A synthesis method and pheromone technology, applied in the field of synthesis of paederus sex pheromones, can solve problems such as complex reaction conditions, high economic costs, and large safety hazards, and achieve wide source of raw materials, good reaction economy, and high conversion rate high effect

Active Publication Date: 2018-10-09
濮阳天健生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0007] The above synthesis methods generally have complex reaction conditions, difficult operation, great potential safety hazards, low synthesis efficiency, high economic cost, complex raw materials, unfriendly to the environment, etc.

Method used

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  • Synthesis method of paederus fuscipes sex pheromone
  • Synthesis method of paederus fuscipes sex pheromone
  • Synthesis method of paederus fuscipes sex pheromone

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Embodiment

[0029] A kind of synthetic method of paederus sex pheromone that the present invention proposes, the structure of the R configuration optical isomer of described paederus sex pheromone is: The synthetic method of the R configuration optical isomer of the paederus sex pheromone comprises the following steps:

[0030] S1. Synthesis of chiral alcohol esters

[0031] Create a nitrogen-protected environment in a 100ml Shrek bottle, add binaphthol ligands with a weight of 0.5727g (2mmol, 20equiv) in sequence, and lower the temperature of the reaction system to 0°C, and add propiolic acid methyl first in order Add 0.90ml (10mmol, 1.0equiv) of ester, then add 15ml of anhydrous toluene, dropwise add a volume of 25ml (1.2mol / l, 30mmol, 3equiv) diethyl zinc solution to the system, wait until the addition is complete, and continue the reaction 30min. Lower the temperature of the reaction system to -20°C, slowly add nonanal with a volume of 6.9ml (40mmol, 4.0equiv) and dissolve it in a ...

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Abstract

The invention belongs to the technical field of chemical synthesis and in particular relates to a synthesis method of paederus fuscipes sex pheromone. An R configuration optical isomer of the paederusfuscipes sex pheromone has the following structure: the formula is shown in the description; the synthesis method of the R configuration optical isomer of the paederus fuscipes sex pheromone comprises the following steps: enabling nonanal and methyl propiolate to react, so as to obtain chiral alcohol ester; enabling the chiral alcohol ester to react, so as to obtain the paederus fuscipes sex pheromone. The paederus fuscipes sex pheromone prepared by the synthesis method has high optical activity; a synthesis route is simple and the cost is low; a prepared paederus fuscipes sex pheromone lureproduct can have a protection effect on field workers and resident in regions at which paederus fuscipes usually occurs, and has good commercial application value.

Description

technical field [0001] The invention relates to the technical field of chemical synthesis, in particular to a method for synthesizing sex pheromone of paederus. Background technique [0002] Paederus is a common field insect belonging to the polyphagous suborder Coleoptera in the class Insecta. However, there are also a small number of species of paederus that belong to poisonous paederus, which can cause harm to the human body. my country's territory spans a relatively wide range, spanning the Palaearctic and Oriental fauna respectively. Under the condition that insects are used as carriers, coupled with the remarkable characteristics of some pathogenic microorganisms carried by them, the resource of paederus is used as a natural enemy against a large number of borer pests existing in forest trees. It has a very reliable basis and a good prospect. Paederus not only has the characteristics of accelerating the material and energy cycle in nature, but also has the characterist...

Claims

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Application Information

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IPC IPC(8): C07D307/33A01M1/02A01P19/00
CPCA01M1/02C07D307/33
Inventor 张海清苏庆丰谭西良那日松楚静波袁国龙张力天张瑞琪崔清海苏熙盛李志军陈光
Owner 濮阳天健生物科技有限公司
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