16α,17-Epoxy-11β-hydroxypregn-4-ene-3,20-dione

Base Information

• Chemical Name: 16α,17-Epoxy-11β-hydroxypregn-4-ene-3,20-dione
• CAS No.: 3684-83-1
• Molecular Formula: C₂₁H₂₈O₄
• Molecular Weight: 344.451
• Mol file: 3684-83-1.mol

Synonyms:

Chemical Property of 16α,17-Epoxy-11β-hydroxypregn-4-ene-3,20-dione

Chemical Property:

Purity/Quality:

16α,17-Epoxy-11β-hydroxypregn-4-ene-3,20-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 16α,17-Epoxy-11β-hydroxypregn-4-ene-3,20-dione is an intermediate in the synthesis of 16-Hydroxycorticosterone 20-Hydroxy-21-Acid (H918430), an oxidized derivative of corticosterone (C695700).

Technology Process of 16α,17-Epoxy-11β-hydroxypregn-4-ene-3,20-dione

There total 14 articles about 16α,17-Epoxy-11β-hydroxypregn-4-ene-3,20-dione which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

16α,17α-epoxyprogesterone (1097-51-4,16356-47-1) → 11α-hydroxy-16α,17α-epoxyprogesterone (3684-83-1,19427-36-2,95975-59-0)

Guidance literature:

With rhizopus-nigricans-cultures;

DOI:10.1021/ja01621a083

Reference yield:

16α,17-epoxy-3β,11α-dihydroxy-pregn-5-en-20-one (19427-37-3) → 11α-hydroxy-16α,17α-epoxyprogesterone (3684-83-1,19427-36-2,95975-59-0)

Guidance literature:

With cyclohexanone; aluminum isopropoxide; toluene;

DOI:10.1021/ja01511a036

Reference yield:

3β,11α-dihydroxy-5,16-dien-pregnane-20-one (53052-93-0) → 11α-hydroxy-16α,17α-epoxyprogesterone (3684-83-1,19427-36-2,95975-59-0)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol; aq. NaOH solution; aqueous hydrogen peroxide

2: cyclohexanone; aluminium isopropylate; toluene

With methanol; sodium hydroxide; dihydrogen peroxide; cyclohexanone; aluminum isopropoxide; toluene;

DOI:10.1021/ja01511a036

upstream raw materials:

16α,17-epoxy-3β,11α-dihydroxy-pregn-5-en-20-one

16α,17α-epoxyprogesterone

3β,11α-dihydroxy-5,16-dien-pregnane-20-one

3β-hydroxy-pregna-5,16-diene-11,20-dione

Downstream raw materials:

3α,17-dihydroxy-5β-pregnane-11,20-dione

17-hydroxy-5β-pregnane-3,11,20-trione

Cortisone acetate

11α,17α-dihydroxyprogesterone-21-acetate

Refernces

• 1、 Turuta, A. M.,Fadeeva, T. M.,Kamernitskii, M. V.. "SYNTHESIS OF 16α,17α-EPOXYCORTICOSTERONE FROM ANDROSTA-4,9-DIENE-3,17-DIONE". . p. 1519. Retrieved 2007/10/02.