Pregn-5-en-20-one, 3beta-hydroxy-16alpha-methyl-

Base Information

• Chemical Name: Pregn-5-en-20-one, 3beta-hydroxy-16alpha-methyl-
• CAS No.: 16394-71-1
• Molecular Formula: C₂₂H₃₄O₂
• Molecular Weight: 330.511
• European Community (EC) Number: 605-349-8
• NSC Number: 75642
• DSSTox Substance ID: DTXSID201251078
• Nikkaji Number: J103.622J
• Mol file: 16394-71-1.mol

Synonyms:16394-71-1;16.alpha.-Methylpregnenolone;3b-hydroxy-16a-methylpregn-5-en-20-one;Pregn-5-en-20-one, 3beta-hydroxy-16alpha-methyl-;1-[(3S,8S,9S,10R,13S,14S,16R,17S)-3-hydroxy-10,13,16-trimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone;Pregn-5-en-20-one, 3.beta.-hydroxy-16.alpha.-methyl-;3.beta.-Hydroxy-16.beta.-methyl-5-pregnen-20-one;Pregn-5-en-20-one, 3-hydroxy-16-methyl-, (3.beta.,16.alpha.)-;16alpha-Methylpregnenolone;16-alpha-METHYLPREGNENOLONE;NSC75642;16alpha-Methyl pregnenolone;SCHEMBL3995417;DTXSID201251078;NSC-75642;3-Hydroxy-16-methylpregn-5-en-20-one #;3beta-hydroxy-16alpha-methylpregn-5-en-20-one;(3beta,16alpha)-3-Hydroxy-16-methylpregn-5-en-20-one

Chemical Property of Pregn-5-en-20-one, 3beta-hydroxy-16alpha-methyl-

Chemical Property:

• Vapor Pressure: 5.39E-10mmHg at 25°C
• Boiling Point: 450.1°Cat760mmHg
• Flash Point: 191.8°C
• PSA: 37.30000
• Density: 1.07g/cm³
• LogP: 4.76130
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 330.255880323
• Heavy Atom Count: 24
• Complexity: 579

Purity/Quality:

99% ^*data from raw suppliers

5-PREGNEN-16ALPHA-METHYL-3BETA-OL-20-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC2C3CC=C4CC(CCC4(C3CCC2(C1C(=O)C)C)C)O
• Isomeric SMILES: C[C@@H]1C[C@H]2[C@@H]3CC=C4C[C@H](CC[C@@]4([C@H]3CC[C@@]2([C@H]1C(=O)C)C)C)O

Technology Process of Pregn-5-en-20-one, 3beta-hydroxy-16alpha-methyl-

There total 14 articles about Pregn-5-en-20-one, 3beta-hydroxy-16alpha-methyl- 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: 83.0%

16α-methylpregn-5-en-3β-ol-20-one 3-acetate (1863-41-8) → 16α-methyl-3β-hydroxy-5-pregnen-20-one (16394-71-1)

Guidance literature:

With sodium hydroxide; for 1h; Solvolysis;

DOI:10.1016/j.steroids.2010.05.008

Reference yield:

→ 16α-Methyl-Δ5-pregnen-3β-ol-20-on (1474-71-1,10063-87-3,16394-71-1,49758-38-5,52882-61-8,96843-79-7,106707-86-2,115303-32-7)

Guidance literature:

Corticosteron-21-acetat (1);

Reference yield:

→ 1-((R)-3-Hydroxy-10,13,16-trimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethanone (1474-71-1,10063-87-3,16394-71-1,49758-38-5,52882-61-8,96843-79-7,106707-86-2,115303-32-7)

Guidance literature:

aus dem Semicarbazon (3) und Δ mit MeOH / HCl;

upstream raw materials:

3β-hydroxy-16α-tribromomethyl-pregn-5-en-20-one

16α-thiocyanatomethylpregn-5-en-3β-ol-20-one

methyl magnesium iodide

16-dehydropregnenolone acetate

Downstream raw materials:

16α-Methyl-5α-pregnane-17α,21-diol-3,20-dione 21-acetate

Refernces

• 1、 Marker,Crooks. "". . p. 1280. Retrieved 1942.
• 2、 Li, Chun,Qiu, Wenwei,Yang, Zhengfeng,Luo, Jian,Yang, Fan,Liu, Mingyao,Xie, Juan,Tang, Jie. "Stereoselective synthesis of some methyl-substituted steroid hormones and their in vitro cytotoxic activity against human gastric cancer cell line MGC-803". experimental part. p. 859 - 869. Retrieved 2010/10/18.
• 3、 -. "Method for reducing mast cell mediated allergic reactions". . . Retrieved 2008/06/13.