4-Pregnene-3-alpha,20-alpha-diol

Base Information

• Chemical Name: 4-Pregnene-3-alpha,20-alpha-diol
• CAS No.: 15780-16-2
• Molecular Formula: C₂₁H₃₄O₂
• Molecular Weight: 318.5
• Mol file: 15780-16-2.mol

Synonyms:Pregn-4-ene-3a,20a-diol (8CI)

Chemical Property of 4-Pregnene-3-alpha,20-alpha-diol

Chemical Property:

• Vapor Pressure: 5.72E-10mmHg at 25°C
• Boiling Point: 449.5°C at 760 mmHg
• PKA: 14.40±0.70(Predicted)
• Flash Point: 199.5°C
• PSA: 40.46000
• Density: 1.09g/cm³
• LogP: 4.30710

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (3α,20S)-Dihydroxy Progesterone is a metabolite of Progesterone (P755900), a steroid hormone produced by the corpus luteum. Induces maturation and secretory activity of the uterine endothelium; suppresses ovulation. Progesterone is implicated in the etiology of breast cancer.

Technology Process of 4-Pregnene-3-alpha,20-alpha-diol

There total 9 articles about 4-Pregnene-3-alpha,20-alpha-diol 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:

(20S)-20-hydroxypregn-4-en-3-one (145-14-2) → 4-pregnene-3α,20S-diol (15780-16-2)

Guidance literature:

With rabbit 3-hydroxyhexobarbital dehydrogenase (AKR₁C₂₉); NADPH; In aq. phosphate buffer; ethyl acetate; at 37 ℃; for 0.5h; pH=7.4; Catalytic behavior; Kinetics; Enzymatic reaction;

DOI:10.1016/j.bcp.2013.08.024

Reference yield:

3α-hydroxy-4-pregnen-20-one (25680-68-6) → 4-pregnene-3α,20S-diol (15780-16-2)

Guidance literature:

With rabbit 3-hydroxyhexobarbital dehydrogenase (AKR₁C₂₉); NADPH; In aq. phosphate buffer; ethyl acetate; at 37 ℃; for 0.5h; pH=7.4; Catalytic behavior; Kinetics; Enzymatic reaction;

DOI:10.1016/j.bcp.2013.08.024

Reference yield:

Progesterone (57-83-0) → 4-pregnene-3α,20S-diol (15780-16-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1 M KS-Selectride / tetrahydrofuran / Ambient temperature

2: NaBH₄ / methanol / 0.5 h / Ambient temperature

With sodium tetrahydroborate; potassium trisiamylborohydride; In tetrahydrofuran; methanol;

DOI:10.1016/0039-128X(85)90064-9

upstream raw materials:

Progesterone

3α-hydroxy-4-pregnen-20-one

3α-hydroxy-17α-pregn-4-en-20-one

(20S)-20-hydroxypregn-4-en-3-one

Refernces

• 1、 Wiebe, J. P.,Dave, Vinod,Stothers, J. B.. "SYNTHESIS AND CHARACTERISTICS OF ALLYLIC 4-PREGNENE-3,20-DIOLS FOUND IN GONADAL AND BREAST TISSUES". . p. 249 - 260. Retrieved 2007/10/02.