5alpha-Androstan-17beta-ol

Base Information

• Chemical Name: 5alpha-Androstan-17beta-ol
• CAS No.: 1225-43-0
• Molecular Formula: C19H32 O
• Molecular Weight: 276.462
• NSC Number: 36058
• UNII: I5JL49BERK
• DSSTox Substance ID: DTXSID8036493
• Nikkaji Number: J80.102J
• Wikidata: Q27116085
• ChEMBL ID: CHEMBL371356
• Mol file: 1225-43-0.mol

Synonyms:5 alpha-androstan-17 beta-ol;androstan-17-ol

Chemical Property of 5alpha-Androstan-17beta-ol

Chemical Property:

• Vapor Pressure: 3.44E-07mmHg at 25°C
• Melting Point: 163 °C
• Boiling Point: 375.9°Cat760mmHg
• PKA: 15.10±0.60(Predicted)
• Flash Point: 158.4°C
• PSA: 20.23000
• Density: 1.019g/cm³
• LogP: 4.78010
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 276.245315640
• Heavy Atom Count: 20
• Complexity: 391

Purity/Quality:

99%, ^*data from raw suppliers

5-ALPHA-ANDROSTAN-17-BETA-OL 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCCCC1CCC3C2CCC4(C3CCC4O)C
• Isomeric SMILES: C[C@]12CCCC[C@@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@@H]4O)C

Technology Process of 5alpha-Androstan-17beta-ol

There total 49 articles about 5alpha-Androstan-17beta-ol 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%

Stanolone (521-18-6) → (5R,8R,9S,10S,13S,14S,17S)-10,13-Dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-ol (1225-43-0)

Guidance literature:

With acetic acid; zinc; In water; at 20 ℃; for 12h;

Reference yield: 25.0%

3α-(phenylthio)androstan-17-one (148773-59-5) → (5R,8R,9S,10S,13S,14S,17S)-10,13-Dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-ol (1225-43-0) + 5alpha-androstan-17-one (963-74-6)

Guidance literature:

With sodium tetrahydroborate; nickel dichloride; In tetrahydrofuran; methanol; at 0 ℃; for 0.25h;

DOI:10.1021/jo00061a011

Reference yield:

acetic acid (64-19-7,77671-22-8) + 3β-acetoxy-5β,6β-epoxyandrostan-17-one (6585-68-8) → (5R,8R,9S,10S,13S,14S,17S)-10,13-Dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-ol (1225-43-0) + 5alpha-androstan-17-one (963-74-6)

Guidance literature:

Hydrogenation;

DOI:10.1002/hlca.19440270162

upstream raw materials:

5alpha-androstan-17-one

allopregnan-20-one

3β-chloro-5α-androstan-17-one

5α-androstan-17β-acetate

Downstream raw materials:

5α-androstan-17β-acetate

17β-Propionyloxy-5α-androstan

17-oxa-5α-androstan-16-one

5alpha-androstan-17-one

Refernces

• 1、 Dauben et al.. "-". . p. 325,333. Retrieved 1953.
• 2、 Allinger,DaRooge. "". . p. 4561,4566. Retrieved 1962.
• 3、 Kaegi,Miescher. "-". . p. 683,695. Retrieved 1939.
• 4、 -. "ANTI-CANCER NUCLEAR HORMONE RECEPTOR-TARGETING COMPOUNDS". Page/Page column 237; 238. . Retrieved 2019/12/04.
• 5、 -. "PROGESTERONE RECEPTOR ANTAGONISTS AND USES THEREOF". Page/Page column 39. . Retrieved 2011/11/30.