(Trans)-beta-farnesene analogue containing hydroxypiperidine as well as preparation and application thereof

A technology of hydroxypiperidine and farnesene, which is applied in the fields of application, pest control, and pest repellent, and can solve problems such as drug resistance and ecological environment pollution

Active Publication Date: 2020-06-05
CHINA AGRI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, with the large-scale use of pesticides, a series of problems such a

Method used

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  • (Trans)-beta-farnesene analogue containing hydroxypiperidine as well as preparation and application thereof
  • (Trans)-beta-farnesene analogue containing hydroxypiperidine as well as preparation and application thereof
  • (Trans)-beta-farnesene analogue containing hydroxypiperidine as well as preparation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Example 1: Preparation of (trans)-β-farnesene analogs containing hydroxypiperidine

[0029] Add 0.57g (2.97mmol) of 1-ethyl-(3-dimethylaminopropyl) carbodiimide hydrochloride, 0.40g (2.97mmol) 1-hydroxybenzotriazepam in a 50mL three-necked flask azole and 0.5g (2.97mmol) acrylic acid or geranic acid. Add 15 mL of dichloromethane solution to dissolve, and stir at room temperature for 1 hour. The above solution was added dropwise into a 100 mL three-neck flask containing 0.38 g of 2-hydroxyethylpiperidine (compound represented by formula a) and 20 mL of dichloromethane solution under ice cooling. After the dropwise addition, the reaction was carried out at room temperature for 2 hours. Wash the reaction solution with water, extract with dichloromethane, combine the organic phases, and wash with MgSO 4 dry. After concentration, column chromatography (petroleum ether: ethyl acetate (volume ratio) = 2:1) gave the target compound (compound represented by formula b) as a l...

Embodiment 2

[0054] Example 2: Repellent activity of hydroxypiperidine-containing (trans)-β-farnesene analogues against aphids

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Abstract

The invention discloses a (trans)-beta-farnesene analogue containing hydroxypiperidine as well as preparation and an application thereof. The structural formula of the (trans)-beta-farnesene analoguecontaining hydroxypiperidine is shown as a formula I, a formula II, a formula III or a formula IV, wherein in the formula, R1 is one of hydrogen, C1-C10 alkanoyl, benzoyl, (E)-3, 7-dimethyl-2, 6-octadiene acyl and isopentenyl; R2 is hydrogen or an isopentenyl group; and R3 is hydrogen or isopentenyl. The (trans)-beta-farnesene analogue containing hydroxypiperidine disclosed by the invention can be applied to prevention and control of agricultural pests, particularly prevention and control of aphids.

Description

technical field [0001] The invention belongs to the technical field of agricultural pest control, and specifically relates to (trans)-β-farnesene analogs containing hydroxypiperidine, preparation and application thereof. Background technique [0002] Pesticides play an irreplaceable role in reducing the loss of agricultural products caused by pests and weeds, ensuring the quality and safety of agricultural products, and reducing the labor intensity of farmers. However, with the large-scale use of pesticides, a series of problems such as drug resistance and ecological environment pollution will inevitably arise. Therefore, it is urgent to develop efficient and environmentally friendly new green pesticides to ensure the rapid development of modern high-quality agriculture. [0003] Aphid alarm pheromone (E-β-farnense, EBF) is a volatile substance secreted by aphids when they are in danger. When it is released in the air, it will make other aphids who have received this infor...

Claims

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Application Information

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IPC IPC(8): C07D211/22A01N43/40A01P17/00
CPCA01N43/40C07D211/22
Inventor 段红霞杨朝凯李慧琳刘崇路星星
Owner CHINA AGRI UNIV
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