21-Hydroxy-20-methylpregn-4-en-3-one

Base Information

• Chemical Name: 21-Hydroxy-20-methylpregn-4-en-3-one
• CAS No.: 60966-36-1
• Molecular Formula: C22H34 O2
• Molecular Weight: 330.511
• European Community (EC) Number: 262-543-1
• DSSTox Substance ID: DTXSID501291726
• Nikkaji Number: J22.720J
• Wikidata: Q107942509
• Mol file: 60966-36-1.mol

Synonyms:21-Hydroxy-20-methylpregn-4-en-3-one;60966-36-1;EINECS 262-543-1;(8S,9S,10R,13S,14S,17R)-17-(1-hydroxypropan-2-yl)-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one;Pregn-4-en-3-one, 21-hydroxy-20-methyl-;SCHEMBL2313430;ZNWOYQVXPIEQRC-ZRFCQXGJSA-N;DTXSID501291726;20-hydroxymethyl-4-pregnen-3-one;20-Hydroxymethylpregn-4-en-3-one

Chemical Property of 21-Hydroxy-20-methylpregn-4-en-3-one

Chemical Property:

• Vapor Pressure: 1.45E-10mmHg at 25°C
• Boiling Point: 464.1°C at 760 mmHg
• PKA: 14.97±0.10(Predicted)
• Flash Point: 197.5°C
• PSA: 37.30000
• Density: 1.07g/cm³
• LogP: 4.76290
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 330.255880323
• Heavy Atom Count: 24
• Complexity: 564

Purity/Quality:

99.00% ^*data from raw suppliers

21-Hydroxy-20-methylpregn-4-en-3-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CO)C1CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C
• Isomeric SMILES: CC(CO)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C
• Uses: 21-Hydroxy-20-methylpregn-4-en-3one is an impurity of the steroid hormone, progesterone (P755900), produced by the corpus luteum and induces maturation and secretory activity of the uterine endothelium; suppresses ovulation.

Technology Process of 21-Hydroxy-20-methylpregn-4-en-3-one

There total 6 articles about 21-Hydroxy-20-methylpregn-4-en-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: 90.0%

20β-carboxyaldehyde-4-pregnen-3-one (24254-01-1) → (20S)-21-hydroxy-20-methylpregn-4-en-3-one (60966-36-1)

Guidance literature:

With Na(PEG)2BH₂; In tetrahydrofuran; at -10 ℃; for 0.0833333h;

Reference yield:

sodium borohydride (NaBH4) + (20S)-3-oxopregn-4-ene-20-carboxaldehyde (3986-89-8) → (20S)-21-hydroxy-20-methylpregn-4-en-3-one (60966-36-1)

Guidance literature:

With acetic acid; In ethanol; chloroform;

Reference yield:

sodium borohydride (NaBH4) + (20S)-3-oxopregn-4-ene-20-carboxaldehyde (3986-89-8) → 20α-(Hvdroxomethvl)-preon-4-ene-3-one + (20S)-21-hydroxy-20-methylpregn-4-en-3-one (60966-36-1)

Guidance literature:

With acetic acid; In ethanol; chloroform;

upstream raw materials:

20β-carboxyaldehyde-4-pregnen-3-one

(20S)-3-oxopregn-4-ene-20-carboxaldehyde

Downstream raw materials:

22-(piperidin-1-yl)-23,24-dinorchola-4,20⁽²²⁾-dien-3-one

Progesterone

Refernces

• 1、 -. "Amines useful in producing pharmaceutically active CNS compounds". . . Retrieved 2008/06/13.
• 2、 -. "Steriod 5-alpha-reductase inhibitors". . . Retrieved 2008/06/13.