1097-51-4

Usage

Uses

16α,17α-Epoxyprogesterone is hydrolyzed by Rhizopus nigricans for the synthesis of many steroidal drugs.

InChI:InChI=1/C21H28O3/c1-12(22)21-18(24-21)11-17-15-5-4-13-10-14(23)6-8-19(13,2)16(15)7-9-20(17,21)3/h10,15-18H,4-9,11H2,1-3H3

Upstream product

• 974-23-2 3β-hydroxy-16α,17α-epoxypregn-5-en-20-one 
• 2872-76-6 20α-hydroxy-16α,17α-epoxypregn-4-en-3-one 
• 38521-84-5 3-acetyloxypregna-5,16-diene-20-one 
• 6996-36-7 3β-(toluene-4-sulfonyloxy)-pregna-5,16-dien-20-one 
• 911442-53-0 3β-hydroxypregn-5-ene-16,20-dione 
• 78792-99-1 6β-methoxy-3α,5α-cyclo-pregn-16-en-20-one 
• 979-02-2 16-dehydropregnenolone acetate 
• 1044-90-2 (3β,5α,16α)-16,17-epoxy-3-hydroxypregnan-20-one 
• 1096-38-4 16-dehydroprogesterone 

Downstream Products

• 28018-91-9 16β-Brom-17α-hydroxy-pregnen-(4)-dion-(3,20) 
• 3684-83-1 11α-hydroxy-16α,17α-epoxyprogesterone 
• 1225520-41-1 3-thioxo-16α,17α-epoxyprogesterone 
• 1225520-49-9 C₄₂H₅₆O₄S₃ 
• 1225520-55-7 C₄₉H₆₁O₅PS₃ 
• 68-96-2 17-hydroxyprogesterone 
• 152-58-9 Cortexolone 
• 100167-82-6 16α,17α-epoxypregn-4-en-21-ol-3,20-dione 
• 119005-10-6 20,20-dimethoxy-16α,17α-epoxypregn-4-en-21-ol-3-one 
• 3684-84-2 16α,17-epoxypregn-4-ene-3,11,20-trione 
• 570-58-1 5β-17α-hydroxy-preganene-3,20-dione 
• 1096-38-4 16-dehydroprogesterone 
• 438-07-3 16α-hydroxyprogesterone 

Relevant academic research and scientific papers

fertile oxide synthesis method

The invention provides a method for synthesizing a W-oxide from 16-ene-20-one, wherein the W-oxide 16alpha,17alpha-epoxy-pregnene-4-ene-3,20-dione has a structural formula shown in the specification, and the pregnene material 16-ene-20-one has the structural formula shown in the specification. According to the method, a 16-ene-20-hydroxy steroidal compound with an allyl alcohol structure is obtained by reducing the pregnene material 16-ene-20-one through zinc powder at high selectivity and high yield; an epoxidation product with a spatial configuration can be quantitatively obtained after epoxidation; and the W-oxide can be obtained by 21-site hydroxyl oxidation. The route is good in selectivity, high in yield, mild in reaction condition and simple to operate, and large-scale industrial production is easy to achieve.

New process for synthesizing steroid 3-one-4-ene

The invention discloses a new process for synthesizing steroid 3-one-4-ene. The method comprises the steps: with steroid 3-hydroxy-5-ene as a starting material, in a nonprotic organic solvent, with air or oxygen as an oxidant and with a transition metal nitrate and a 2,2,6,6-tetramethylpiperidine-1-oxyl free radical or an analogue thereof as catalysts, oxidizing to obtain the steroid 3-one-4-ene. The method has the advantages of high yield, mild reaction conditions, easily controlled operation, low energy consumption, low cost, and safety; and the whole process is friendly to the environment, and is suitable for industrialization.

Preparation method of betamethasone intermediate

The invention relates to a preparation method of a steroid drug intermediate, and concretely relates to a preparation method of a betamethasone intermediate which is 16beta-methyl-17alpha-hydroxypregna-4,9-diene-3,20-dione. The method comprises the following steps: carrying out a cyanidation reaction on 9alpha-hydroxy-4-ene-pregna-3,17-dione, carrying out a ketal protection reaction, carrying out a double elimination reaction, carrying out an epoxy reaction, and carrying out a Grignard addition hydrolysis reaction to prepare the target product. The method is a brand preparation technology for producing the betamethasone intermediate, and has the characteristics of cheap and easily available initial raw material, simple operations of all above reactions, high yield, suitableness for industrial massive production, and realization of the yield and the quality reaching satisfactory levels.