3-Hydroxyandrostan-17-one

Base Information

• Chemical Name: 3-Hydroxyandrostan-17-one
• CAS No.: 36378-51-5
• Molecular Formula: C₁₉H₃₀O₂
• Molecular Weight: 290.446
• DSSTox Substance ID: DTXSID80858985
• Nikkaji Number: J841.860H
• Metabolomics Workbench ID: 198523
• Mol file: 36378-51-5.mol

Synonyms:3-Hydroxyandrostan-17-one;androsteron-;(3-alpha,5-alpha)-3-Hydroxyandrostan-17-one;Androstan-3-ol-17-one;Androstan-17-one, 3-hydroxy-, (3.alpha.,5.alpha.)-;SCHEMBL1325048;DTXSID80858985;AKOS030240688;36378-51-5

Chemical Property of 3-Hydroxyandrostan-17-one

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 290.224580195
• Heavy Atom Count: 21
• Complexity: 459

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC12CCC(CC1CCC3C2CCC4(C3CCC4=O)C)O
• Isomeric SMILES: C[C@]12CCC(CC1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CCC4=O)C)O

Technology Process of 3-Hydroxyandrostan-17-one

There total 20 articles about 3-Hydroxyandrostan-17-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: 96.0%

Androsterone-dimethyl-tert.-butylsilyl-ether (57711-44-1,57711-45-2,65598-73-4,65598-74-5) → (3R,10S,13S)-3-Hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-one (53-41-8,53-42-9,481-28-7,481-29-8,571-30-2,571-31-3,6030-68-8,6247-88-7,19778-17-7,19778-18-8,20120-02-9,20120-07-4,20120-08-5,20783-88-4,34864-66-9,36378-51-5,52746-44-8,84416-35-3,102207-98-7,145918-93-0)

Guidance literature:

With Povidone-Iodine; In methanol; at 30 ℃; for 1h;

DOI:10.1016/j.tetlet.2019.05.059

Reference yield: 81.0%

C21H30O3 → androst-3α-hydroxy-5β-hydro-17-one (53-41-8,53-42-9,481-28-7,481-29-8,571-30-2,571-31-3,6030-68-8,6247-88-7,19778-17-7,19778-18-8,20120-02-9,20120-07-4,20120-08-5,20783-88-4,34864-66-9,36378-51-5,52746-44-8,84416-35-3,102207-98-7,145918-93-0) + androst-3α-hydroxy-5α-hydro-17-one (53-41-8,53-42-9,481-28-7,481-29-8,571-30-2,571-31-3,6030-68-8,6247-88-7,19778-17-7,19778-18-8,20120-02-9,20120-07-4,20120-08-5,20783-88-4,34864-66-9,36378-51-5,52746-44-8,84416-35-3,102207-98-7,145918-93-0)

Guidance literature:

C₂₁H₃₀O₃; With copper(l) chloride; In ethanol; at 20 ℃; for 2h; Inert atmosphere;

With sodium tetrahydroborate; In ethanol; for 2h; Inert atmosphere;

With hydrogenchloride; In water; at 40 ℃; for 2h;

Reference yield: 81.0%

C21H30O3 → androst-3α-hydroxy-5β-hydro-17-one (53-41-8,53-42-9,481-28-7,481-29-8,571-30-2,571-31-3,6030-68-8,6247-88-7,19778-17-7,19778-18-8,20120-02-9,20120-07-4,20120-08-5,20783-88-4,34864-66-9,36378-51-5,52746-44-8,84416-35-3,102207-98-7,145918-93-0) + androst-3α-hydroxy-5α-hydro-17-one (53-41-8,53-42-9,481-28-7,481-29-8,571-30-2,571-31-3,6030-68-8,6247-88-7,19778-17-7,19778-18-8,20120-02-9,20120-07-4,20120-08-5,20783-88-4,34864-66-9,36378-51-5,52746-44-8,84416-35-3,102207-98-7,145918-93-0)

Guidance literature:

C₂₁H₃₀O₃; With copper(l) chloride; In ethanol; at 20 ℃; for 2h; Inert atmosphere;

With sodium tetrahydroborate; In ethanol; for 2h; Inert atmosphere;

With hydrogenchloride; In water; at 40 ℃; for 2h;

upstream raw materials:

(3S,5S,10S,13S)-10,13-Dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-3,17-diol

C₂₁H₃₄OS₂

androstendione

Androsterone-dimethyl-tert.-butylsilyl-ether

Downstream raw materials:

3α-hydroxy-17a-oxa-D-homo-5α-androstan-17-one

androstanedione

(5α)-androstane-3β,17β-diol