6-hydroxyprogesterone

Base Information

• Chemical Name: 6-hydroxyprogesterone
• CAS No.: 604-20-6
• Molecular Formula: C21H30 O3
• Molecular Weight: 330.467
• Mol file: 604-20-6.mol

Synonyms:Pregn-4-ene-3,20-dione,6a-hydroxy- (8CI); 6a-Hydroxypregn-4-ene-3,20-dione; 6a-Hydroxyprogesterone

Chemical Property of 6-hydroxyprogesterone

Chemical Property:

• Vapor Pressure: 1.08E-11mmHg at 25°C
• Boiling Point: 490.8°C at 760 mmHg
• Flash Point: 264.7°C
• PSA: 54.37000
• Density: 1.15g/cm³
• LogP: 3.69430
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly, Sonicated), Ethyl Acetate (Slightly), Methanol (Slightly)

Purity/Quality:

99%, ^*data from raw suppliers

6α-HydroxyProgesterone(>80%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 6α-Hydroxy Progesterone is a metabolite of Progesterone (P755900).

Technology Process of 6-hydroxyprogesterone

There total 14 articles about 6-hydroxyprogesterone 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:

Progesterone (57-83-0) → pregnan-3-ol-20-one + pregnane-3,20-diol (4479-11-2) + 4-pregnen-20α-ol-3-one (15114-79-1) + 14-hydroxy-4-pregnene-3,20-dione (16031-66-6) + dihydroprogesterone (566-65-4) + 11-alpha-hydroxyprogesterone (80-75-1,22847-91-2) + 6alpha-Hydroxyprogesterone (604-20-6)

Guidance literature:

With Hortaea werneckii B-763 at early logarithmic growth phase; In YNB growth medium; N,N-dimethyl-formamide; at 28 ℃; for 24h; Enzymatic reaction;

DOI:10.1016/j.steroids.2008.08.004

Reference yield:

5-hydroxy-6β-thiocyanato-(5α)-pregnane-3,20-dione (13261-77-3) → 6alpha-Hydroxyprogesterone (604-20-6)

Guidance literature:

With sodium methylate; In methanol;

Reference yield:

1-((3S,5R,6R,8S,9S,10R,13S,14S,17S)-3,5-Dihydroxy-10,13-dimethyl-6-thiocyanato-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-ethanone (13261-78-4) → 6alpha-Hydroxyprogesterone (604-20-6)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. CrO₃, AcOH

2: NaOMe / methanol

With chromium(VI) oxide; sodium methylate; acetic acid; In methanol;

upstream raw materials:

6α-acetoxy-pregnene-(4)-dione-(3.20)

5-hydroxy-6β-thiocyanato-(5α)-pregnane-3,20-dione

6β-acetoxyprogesterone

1-((3S,5R,6R,8S,9S,10R,13S,14S,17S)-3,5-Dihydroxy-10,13-dimethyl-6-thiocyanato-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-ethanone

Refernces