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Process for preparing 6 alpha-methyl hydroprednisone

A methyl and seed technology, applied in the field of biotransformation, can solve the problems of affecting product quality and yield, difficult to treat waste water, and many side reactions, and achieve the effects of low cost, good selectivity and easy separation

Inactive Publication Date: 2007-05-23
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] Product B: 1,4-diene-6α-methyl-3,20-diketone-11β,17α-dihydroxypregnane The 1,2-position dehydrogenation reaction of substrate A mostly uses dichlorodihydrobenzoquinone as The chemical dehydrogenation method of the catalyst has many side reactions in the process, the yield is low, and a large amount of difficult-to-treat wastewater is generated, which affects the product quality and yield

Method used

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  • Process for preparing 6 alpha-methyl hydroprednisone
  • Process for preparing 6 alpha-methyl hydroprednisone
  • Process for preparing 6 alpha-methyl hydroprednisone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Example 1: Preparation of 1,4-diene-6α-methyl-3,20-diketone-11β,17α-dihydroxypregna

[0029] The formula of the slant medium is: 1.0% glucose; 1.0% yeast extract; 2.0% agar; pH7.0-7.2, sterilized at 121°C for 30min.

[0030] The seed medium and the fermentation medium have the same formula, consisting of: glucose 0.8%; corn steep liquor 1.0%; peptone 0.5%; KH 2 PO 4 0.20%; pH7.0~7.2, sterilized at 121℃ for 30min.

[0031] Pick a ring full of Arthrobacter simplex lawn from the mature slant, inoculate it into a 250ml seed bottle containing 50ml seed culture medium after sterilization, put it on a rotary shaker at 160r / min, and cultivate it at 28°C for about 10 ~16h, after sampling, the pH value of the seed solution is 6.7, OD 620 Value 0.298. Transfer 5ml of this seed solution to a 250ml fermentation bottle containing 50ml of fermentation medium, place it on a rotary shaker at 180r / min, and incubate at 28°C for about 12-20h, measure the pH value of the bacterial solu...

example 2～9

[0034] Examples 2-9: Preparation of 1,4-diene-6α-methyl-3,20-diketone-11β,17α-dihydroxypregna

[0035] With reference to the method of Example 1, change feeding intake 6α-methyl hydrocortisone substrate, pH value and OD value, the results are shown in Table 1:

[0036] Reality

example 10～15

[0037] Examples 10-15: Preparation of 1,4-diene-6α-methyl-3,20-dione-11β,17α-dihydroxypregna

[0038] With reference to the method of Example 1, change feeding concentration and vitamin K 3 The results are shown in Table 2:

[0039] Reality

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Abstract

The invention provides a method for preparing 6alpha-medrol (1,4-diene-6alpha-methyl-3,20-diketone-11 beta,17alpha-dihydroxyl pregnane), and is characterized in the following method: adopting 4-alkene-6alpha-methyl-3,20-diketone-11 beta,17alpha-dihydroxyl pregnane as the substrate, fermentation enzyme solution obtained from the fermentation of Arthrobacter simplex as enzyme source, adding 0.01-0.08g / 100mL fermentation enzyme solution vitamin K3, carrying out a converting reaction at 25-35DEG C for 36-60h till complete reaction, separating and purifying to obtain the final product1,4-diene-6alpha-methyl-3,20-diketone-11 beta,17alpha-dihydroxyl pregnane. The beneficial effects of the biological preparation method of 1,4-diene-6alpha-methyl-3,20-diketone-11 beta,17alpha-dihydroxyl pregnane is mainly reflected in: (1) wide raw materials sources, and low cost, (2) good selectivity, simple process, industrial production, (3) mild reaction conditions, easy separation, highly pure product.

Description

(1) Technical field [0001] The present invention relates to an important steroid drug intermediate - 6α-methylhydroprednisolone: ​​1,4-diene-6α-methyl-3,20-diketone-11β,17α-dihydroxypregna (also known as methylprednisolone) preparation method, belongs to the field of biotransformation technology. (2) Background technology [0002] Methylprednisolone is the key raw material for the production of finished medicines of methylprednisolone sodium succinate preparations. This product is characterized by definite curative effect and small side effects. It is mainly used clinically for anti-inflammation, anti-virus, and anti-rejection of human organ transplantation. , as well as first-aid medicine for various critical patients with shock. The production process of methylprednisolone involves the dehydrogenation reaction of a one-step intermediate. At present, chemical dehydrogenation is usually used, and dichlorodihydrobenzoquinone is used as a catalyst. This process route has man...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P33/02C12R1/06
Inventor 王普孙新宇周莺汪家振彭卫平
Owner ZHEJIANG UNIV OF TECH
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