Pregna-1,4-diene-3,20-dione, 17-hydroxy-6-alpha-methyl-, acetate

Base Information

• Chemical Name: Pregna-1,4-diene-3,20-dione, 17-hydroxy-6-alpha-methyl-, acetate
• CAS No.: 151-68-8
• Molecular Formula: C24H32O4
• Molecular Weight: 384.5085
• UNII: 7R029K4C6F
• DSSTox Substance ID: DTXSID90934143
• Nikkaji Number: J1.188.291I
• Wikidata: Q27268729
• Mol file: 151-68-8.mol

Synonyms:BRN 2486539;UNII-7R029K4C6F;7R029K4C6F;Pregna-1,4-diene-3,20-dione, 17-hydroxy-6-alpha-methyl-, acetate;151-68-8;17-Hydroxy-6-alpha-methylpregna-1,4-diene-3,20-dione acetate;6-alpha-Methyl-delta(sup 1)-dehydro-17-alpha-acetoxyprogesterone;Pregna-1,4-diene-3,20-dione, 17-(acetyloxy)-6-methyl-, (6-alpha)-;4-08-00-02430 (Beilstein Handbook Reference);17-(Acetyloxy)-6-methyl-pregna-1,4-diene-3,20-dione, (6alpha)-;SCHEMBL6564735;DTXSID90934143;LS-118487;6alpha-Methyl-1,2-didehydro-17-acetoxyprogesterone;6-Methyl-3,20-dioxopregna-1,4-dien-17-yl acetate;Q27268729;(6alpha)-17-(acetyloxy)-6-methyl-pregna-1,4-diene-3,20-dione;(6.ALPHA.)-17-(ACETYLOXY)-6-METHYLPREGNA-1,4-DIENE-3,20-DIONE;17-(ACETYLOXY)-6-METHYL-PREGNA-1,4-DIENE-3,20-DIONE, (6.ALPHA.)-;PREGNA-1,4-DIENE-3,20-DIONE, 17-(ACETYLOXY)-6-METHYL-, (6.ALPHA.)-;PREGNA-1,4-DIENE-3,20-DIONE, 17-HYDROXY-6.ALPHA.-METHYL-, ACETATE

Chemical Property of Pregna-1,4-diene-3,20-dione, 17-hydroxy-6-alpha-methyl-, acetate

Chemical Property:

• Vapor Pressure: 4.7E-10mmHg at 25°C
• Boiling Point: 498°C at 760 mmHg
• Flash Point: 214.3°C
• Density: 1.15g/cm³
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 384.23005950
• Heavy Atom Count: 28
• Complexity: 807

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC2C3CCC(C3(CCC2C4(C1=CC(=O)C=C4)C)C)(C(=O)C)OC(=O)C
• Isomeric SMILES: C[C@H]1C[C@H]2[C@@H]3CC[C@@]([C@]3(CC[C@@H]2[C@@]4(C1=CC(=O)C=C4)C)C)(C(=O)C)OC(=O)C

Technology Process of Pregna-1,4-diene-3,20-dione, 17-hydroxy-6-alpha-methyl-, acetate

There total 11 articles about Pregna-1,4-diene-3,20-dione, 17-hydroxy-6-alpha-methyl-, acetate 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:

Medroxyprogesterone acetate (71-58-9) → 6α-Methyl-17α-hydroxy-1,4-pregnadien-3,20-dion (151-68-8)

Guidance literature:

With pyridine; selenium(IV) oxide; tert-butyl alcohol;

DOI:10.1021/ja01523a055

Reference yield:

3β-acetoxy-17α-hydroxy-5-pregnen-20-one (1863-39-4) → 6α-Methyl-17α-hydroxy-1,4-pregnadien-3,20-dion (151-68-8)

Guidance literature:

Multi-step reaction with 8 steps

1: benzene; toluene-4-sulfonic acid

2: peroxybenzoic acid; chloroform

3: benzene; diethyl ether

4: aqueous methanol.H₂SO₄

5: CrO₃; pyridine

6: aqueous HCl

7: acetic acid; toluene-4-sulfonic acid

8: SeO₂; pyridine; tert-butyl alcohol

With pyridine; chromium(VI) oxide; hydrogenchloride; selenium(IV) oxide; Perbenzoic acid; diethyl ether; chloroform; sulfuric acid; toluene-4-sulfonic acid; acetic acid; tert-butyl alcohol; benzene;

DOI:10.1021/ja01523a055

Reference yield:

Medroxyprogesterone (520-85-4) → 6α-Methyl-17α-hydroxy-1,4-pregnadien-3,20-dion (151-68-8)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid; toluene-4-sulfonic acid

2: SeO₂; pyridine; tert-butyl alcohol

With pyridine; selenium(IV) oxide; toluene-4-sulfonic acid; acetic acid; tert-butyl alcohol;

DOI:10.1021/ja01523a055

upstream raw materials:

Medroxyprogesterone acetate

pyridine

selenium(IV) oxide

tert-butyl alcohol