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Preparation method for progesterone intermediate

A technology for intermediates and progesterone, which is applied in the field of preparation of progesterone intermediates, can solve problems such as long production routes, and achieve the effects of short synthesis time, high purity and abundant resources

Active Publication Date: 2015-06-24
HUBEI GEDIAN HUMANWELL PHARMACEUTICAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0010] The production routes of the above two processes are relatively long, so it is very important to develop a process route with abundant raw material resources and fast

Method used

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  • Preparation method for progesterone intermediate
  • Preparation method for progesterone intermediate
  • Preparation method for progesterone intermediate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] (1) Calcium hypochlorite oxidation

[0034] Accurately measure 80ml of ethyl acetate into a three-necked reaction flask, add 10g of compound I under stirring, stir until the material is dissolved, add calcium hypochlorite oxidant, control the temperature to 20 °C for reaction, react for 3h, TLC point plate until the reaction of the raw materials is complete, add 1.8 g of sodium bisulfite was stirred for 15 min to terminate the reaction. The reaction solution was transferred to a separatory funnel, left to stand for layers, and the ethyl acetate layer was washed with drinking water until neutral. Concentrate ethyl acetate to dryness, obtain 9g compound II; Described calcium hypochlorite oxidant is: calcium hypochlorite, sodium bromide, the mixture of water, wherein the ratio of the mass of each component to compound I is: 0.26: 0.015:3:1.

[0035] (2) chromic anhydride oxidation

[0036] Add 9g of compound II into a reaction flask containing 5.4ml of glacial acetic ac...

Embodiment 2

[0038] (1) Calcium hypochlorite oxidation

[0039] Accurately weigh 200ml of ethyl acetate into a three-necked reaction flask, add 20g of compound I under stirring, stir until the material dissolves, add calcium hypochlorite oxidant, control the temperature to 30 °C for reaction, react for 2h, TLC point plate until the reaction of the raw materials is complete, add 4 g of sodium bisulfite was stirred for 15 min to terminate the reaction. The reaction solution was transferred to a separatory funnel, left to stand for layers, and the ethyl acetate layer was washed with drinking water until neutral. Concentrate ethyl acetate to dryness to obtain 18.2g of compound II; the calcium hypochlorite oxidant is: a mixture of calcium hypochlorite, sodium bromide and water, wherein the ratio of the mass of each component to compound I is: 0.3 :0.012:2:1. (2) chromic anhydride oxidation

[0040] Add 18.2g of compound II into a reaction flask containing a certain amount of 14.6ml of glacia...

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Abstract

The invention relates to a preparation method for a progesterone intermediate. According to the method the progesterone intermediate III is prepared from a compound I through two steps of calcium hypochlorite oxidation and chromic anhydride oxidation. And the product progesterone intermediate III can be synthesized into progesterone through two steps of reaction. The reaction route is shown in the specification. According to the method, stigmasterol is taken as raw material, and the method has the characteristics that the resources are more abundant, the synthesis time is short, the efficiency is high, and the synthesized intermediate is high in purity.

Description

technical field [0001] The invention relates to a preparation method of a steroid drug intermediate, in particular to a preparation method of a progesterone intermediate. Background technique [0002] Progesterone is a progestin drug with the general effects of progesterone. In the late period of the menstrual cycle, the endometrium can be changed to the secretory phase, which provides favorable conditions for the implantation of the fertilized egg. After the implantation of the fertilized egg, the placenta is formed, which can reduce the excitability of the pregnant uterus and enable the fetus to grow safely. When combined with estrogen, it promotes breast development in preparation for milk production. This product can inhibit the release of luteinizing hormone in the anterior pituitary through negative feedback to the hypothalamus, so that the follicles cannot mature and inhibit the ovulation process of the ovary. [0003] Domestic progesterone manufacturers generally u...

Claims

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Application Information

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IPC IPC(8): C07J9/00
CPCC07J9/00
Inventor 周建生杨艳青郑建雄常文胜侯海波
Owner HUBEI GEDIAN HUMANWELL PHARMACEUTICAL CO LTD
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