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A method for preparing fumagillin amino alcohol

A technology of fumagillin amino alcohol and fumagillin, which is applied in the field of preparation of fumagillin amino alcohol, and can solve fish hazards to fish health and freshwater aquaculture, affect beekeeping, and affect agricultural production activities and other problems, to achieve the effect of reducing the steps of separation and purification, low toxicity and high synthesis efficiency

Inactive Publication Date: 2019-06-11
INST OF QUALITY STANDARD & TESTING TECH FOR AGRO PROD OF CAAS
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

For example, the harmful effect of microsporidiosis on bees not only seriously affects beekeeping, but also has an impact on crop pollination and even the entire agricultural production activities; at the same time, its impact on fish has seriously endangered the health of fish and freshwater aquaculture

Method used

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  • A method for preparing fumagillin amino alcohol
  • A method for preparing fumagillin amino alcohol
  • A method for preparing fumagillin amino alcohol

Examples

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Embodiment 1

[0020] Example 1. Synthesis of fumagillin amino alcohol represented by formula I

[0021]

[0022] The reaction process is as follows:

[0023] (1) Synthesis of compound represented by formula III

[0024] Dissolve L-aspartic acid (1.0 mmol) represented by formula II in methanol (10 ml) at 0°C, gradually add thionyl chloride (2.0 mmol) dropwise, keep the temperature for 30 min, then warm to room temperature, keep the temperature and stir 24h. Potassium borohydride (3.0 mmol) was added, and stirring was continued for 24 h at room temperature. After the reaction is completed, wash the water phase with ethyl acetate, keep the water phase, and adjust the pH value of the water phase to alkaline (pH> 10), then add ethyl acetate to wash the water phase with a separatory funnel 3 times, add anhydrous magnesium sulfate to dry, and concentrate using a rotary evaporator to obtain a crude sample. Finally, it was placed in a ventilated place and dried to obtain the compound of formula III with...

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Abstract

The invention discloses a method for preparing fumagillin amino alcohol shown as a formula I in the specification. The method comprises the following steps: (1) reducing amino acid shown in a formulaII to obtain a compound shown in a formula III; and (2) under the heating condition of a methanol solution, carrying out an ammonium salt synthesis reaction on fumagillin and the compound shown in theformula III to obtain fumagillin amino alcohol. The method is short in reaction route and high in synthesis efficiency, the separation and purification steps are reduced, and mass production can be achieved. Meanwhile, the synthesized fumagillin amino alcohol is low in toxicity, can be dissolved and degraded in nature and is good in water solubility.

Description

Technical field [0001] The invention belongs to the field of organic synthesis, and specifically relates to a method for preparing fumagillin amino alcohol. Background technique [0002] Fumagillin is an antibiotic medicine mainly used to treat microsporidiosis. Microsporidiosis is mainly parasitic in the epithelial cells of the digestive tract of insects and the skin and muscles of fish. It is also found in annelids and certain other invertebrates. The impact of microsporidiosis on crops cannot be ignored. For example, the harmful effects of microsporidiosis on bees not only seriously affect the beekeeping industry, but also affect crop pollination and even the entire agricultural production activities; at the same time, its impact on fish has seriously endangered the health of fish and freshwater aquaculture. . Judging from the effectiveness of foreign control of microsporidiosis, fumagillins are the best alternative to antifungal drugs such as metronidazole. In recent year...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D303/22C07D301/00C07C213/00C07C213/08C07C215/10
Inventor 王彤彤王敏常白杨汤晓艳周剑杨梦瑞
Owner INST OF QUALITY STANDARD & TESTING TECH FOR AGRO PROD OF CAAS
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