allopregnan-20beta-ol-3-one

Base Information

• Chemical Name: allopregnan-20beta-ol-3-one
• CAS No.: 516-58-5
• Molecular Formula: C21H34O2
• Molecular Weight: 318.5
• Mol file: 516-58-5.mol

Synonyms:allopregnan-20beta-ol-3-one

Chemical Property of allopregnan-20beta-ol-3-one

Chemical Property:

• Melting Point: 185°
• Boiling Point: 433.8±18.0 °C(Predicted)
• PKA: 15.05±0.20(Predicted)
• PSA: 37.30000
• Density: 1.048±0.06 g/cm3(Predicted)
• LogP: 4.59520

Purity/Quality:

98%min ^*data from raw suppliers

20BETA-OL-3-ONE ALLOPREGNAN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5α-Pregnan-20β-ol-3-one 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 allopregnan-20beta-ol-3-one

There total 20 articles about allopregnan-20beta-ol-3-one 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: 91.0%

20(R)-formyloxy-5αH-pregnan-3-one (1011735-38-8) → 20β-hydroxy-5α-pregnan-3-one (516-58-5)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 0.0833333h;

DOI:10.1016/j.tet.2007.12.006

Reference yield:

dihydroprogesterone (566-65-4) → 20β-hydroxy-5α-pregnan-3-one (516-58-5)

Guidance literature:

Multistep reaction; (i) hydrazinocarbonylmethyl-trimethyl-ammonium chloride, AcOH, MeOH, (ii) NaBH₄, NaOH, (iii) aq. HCl;

DOI:10.1016/S0040-4020(01)92695-X

Reference yield:

(20R)-3-oxo-5α-pregnan-20-yl benzoate (432552-68-6) → 20β-hydroxy-5α-pregnan-3-one (516-58-5)

Guidance literature:

With potassium hydroxide;

DOI:10.1021/ja01149a129

upstream raw materials:

(20R)-3-oxo-5α-pregnan-20-yl benzoate

20β_F-acetoxy-5α-pregnan-3-one

dihydroprogesterone

isofuntumidine

Downstream raw materials:

dihydroprogesterone

(20R)-3,3-difluoro-5α-pregnan-20-yl benzoate

androstanedione

Refernces

• 1、 Wheeler,O.H.,Rosado-Lojo,O.. "-". . p. 477 - 482. Retrieved 1962.
• 2、 Monsalve, Leandro N.,Machado Rada, Mayra Y.,Ghini, Alberto A.,Baldessari, Alicia. "An efficient enzymatic preparation of 20-pregnane succinates: chemoenzymatic synthesis of 20β-hemisuccinyloxy-5αH-pregnan-3-one". . p. 1721 - 1730. Retrieved 2008/09/19.