16-Oxoandrostenediol

Base Information

• Chemical Name: 16-Oxoandrostenediol
• CAS No.: 1159-66-6
• Molecular Formula: C19H28 O3
• Molecular Weight: 304.43
• NSC Number: 71306
• DSSTox Substance ID: DTXSID101315108
• Nikkaji Number: J393.509D
• Metabolomics Workbench ID: 35367
• Mol file: 1159-66-6.mol

Synonyms:16-ketoandrostenediol;16-oxoandrostenediol;3 beta,17 beta-dihydroxyandrost-5-en-16-one

Chemical Property of 16-Oxoandrostenediol

Chemical Property:

• Vapor Pressure: 5.86E-10mmHg at 25°C
• Boiling Point: 469.6°Cat760mmHg
• Flash Point: 251.9°C
• PSA: 57.53000
• Density: 1.19g/cm³
• LogP: 2.85000
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 304.20384475
• Heavy Atom Count: 22
• Complexity: 539

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-ANDROSTEN-3BETA,17BETA-DIOL-16-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(CC1=CCC3C2CCC4(C3CC(=O)C4O)C)O
• Isomeric SMILES: C[C@]12CC[C@@H](CC1=CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC(=O)[C@@H]4O)C)O

Technology Process of 16-Oxoandrostenediol

There total 30 articles about 16-Oxoandrostenediol 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: 72.0%

3beta,16beta-Diacetoxyandrost-5-en-17-one (10587-75-4,16597-57-2) → 3β,17β-dihydroxyandrost-5-en-16-one (1159-66-6)

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃; for 2h;

DOI:10.1016/j.bmc.2006.05.022

Reference yield: 55.0%

3β-acetoxy-16β-(acetoxy)acetoxyandrost-5-en-17-one (378223-43-9) → 3β,17β-dihydroxyandrost-5-en-16-one (1159-66-6)

Guidance literature:

With sodium hydroxide; water; In methanol; at 20 ℃; for 2h;

DOI:10.1016/S0039-128X(01)00103-9

Reference yield: 52.0%

16α-hydroxy dehydroepiandrosterone (1232-73-1) → (R)-3,17-Dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,10,11,12,13,14,15,17-tetradecahydro-cyclopenta[a]phenanthren-16-one (1159-66-6)

Guidance literature:

With sodium hydroxide; ¹⁸O-labeled water; In hydrogenchloride; methanol; for 72h; Ambient temperature;

DOI:10.1021/jo00142a004

upstream raw materials:

3beta,16beta-Diacetoxyandrost-5-en-17-one

17β-hydroxy-3β-acetoxy-androsten-(5)-one-(16)

3β,17β-Diacetoxy-androsta-5,16-diene

3β-hydroxy-16α-bromoandrost-5-ene-17-one

Downstream raw materials:

5-androsten-3β,16β,17β-triol

3β-benzoyloxy-androst-5-en-16-one

androstenediol-3,17-diacetate

3β,17β-Dihydroxy-5-androsten-16-one Phenylhydrazone