cas 65597-42-4, Cerberinic acid methyl | Articles data ｜lookchem

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65597-42-4

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An Efficient Synthesis of Cerbinal, a 10 ? Aromatic Iridoid
Cerbinal, an unusual iridoid with 10 ?-system, was synthesized from (+)-genipin in 6 steps via dehydration of the hemiacetal and subsequent dehydrogenation with DDQ.
Ge, Yuting,Isoe, Sachihiko
p. 139 - 140
(1992)
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Method for fully synthesizing natural product cerbinal and application ofcerbinal
The invention relates to a method for fully synthesizing natural product cerbinal and application in plant protection, and belongs to the technical field of pesticides. The method comprise the steps that genipin is used as a raw material; the first step, the raw material genipin is oxidized by IBX to obtain a compound 1; and the second step, DDQ and acid are added, and the compound 1 is oxidized and dehydrated to obtain the cerbinal. The method does not adopt a protecting group strategy, first, IBX only oxidizes a primary hydroxyl group and does not react with an acetal hydroxyl group to obtain an intermediate 1; and then, oxidative dehydrogenation and elimination of dehydration are completed simultaneously, the natural product cerbinal is synthesized only in two steps, a synthetic route is significantly shortened, and the application prospects are good. It is found the first time that the natural product cerbinal has anti-plant virus, insecticidal and bactericidal activity by the method, and the cerbinal can be developed as a novel plant-derived pesticide or as a lead compound.
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Paragraph 0019-0021; 0024-0032; 0033; 0036

(2019/11/13)

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Chemical Properties

Boiling Point: 433.4±40.0 °C(Predicted)
Density: 1.33±0.1 g/cm3(Predicted)
PSA: 56.51000
LogP: 1.98350

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