(3S,8R,9S,10R,13S,14S)-3,7-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-one

Base Information

• Chemical Name: (3S,8R,9S,10R,13S,14S)-3,7-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-one
• CAS No.: 7522-54-5
• Molecular Formula: C₁₉H₂₈O₃
• Molecular Weight: 304.43
• DSSTox Substance ID: DTXSID00467033
• Nikkaji Number: J2.161.034H
• Mol file: 7522-54-5.mol

Synonyms:7522-54-5;SCHEMBL301939;DTXSID00467033;AG-G-99775

Chemical Property of (3S,8R,9S,10R,13S,14S)-3,7-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-one

Chemical Property:

• PSA: 57.53000
• LogP: 2.85000
• XLogP3: 2.1
• 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:

99% ^*data from raw suppliers

3,7-DIHYDROXY-(3-BETA)-ANDROST-5-EN-17-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2=O)C(C=C4C3(CCC(C4)O)C)O
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)C(C=C4[C@@]3(CC[C@@H](C4)O)C)O

Technology Process of (3S,8R,9S,10R,13S,14S)-3,7-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-one

There total 51 articles about (3S,8R,9S,10R,13S,14S)-3,7-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-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: 89.0%

7α-hydroxy-17-oxoandrost-5-ene-3β-yl acetate (37976-94-6,517894-20-1) → 3β,7α-dihydroxyandrost-5-ene-17-one (2487-48-1,7522-54-5,62357-03-3,53-00-9)

Guidance literature:

With sodium carbonate; In methanol; water; for 1.25h; Heating;

DOI:10.1016/j.steroids.2005.04.002

Reference yield: 88.0%

dehydroepiandrosterone (53-43-0) → 3β,7α-dihydroxyandrost-5-ene-17-one (2487-48-1,7522-54-5,62357-03-3,53-00-9)

Guidance literature:

With D-glucose; In acetone; at 20 ℃; for 24h;

DOI:10.1016/j.steroids.2010.08.001

Reference yield: 81.0%

Benzoic acid (3S,7S,8R,9S,10R,13S,14S)-3-acetoxy-10,13-dimethyl-17-oxo-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-7-yl ester → 3β,7α-dihydroxyandrost-5-ene-17-one (2487-48-1,7522-54-5,62357-03-3,53-00-9)

Guidance literature:

With sodium hydroxide;

DOI:10.1016/j.tetasy.2005.08.024

upstream raw materials:

3-O-acetyl-7α-OH-DHEA

dehydroepiandrosterone

prasterone acetate

7α-hydroxy-17-oxoandrost-5-ene-3β-yl acetate

Downstream raw materials:

3β-O-(1,2-dipalmitoyl-sn-glycero-3-phospho)-7α-hydroxy-androst-5-en-17-one

3beta,17beta-Dihydroxyandrost-5-en-7-one

5-androstene-3β-ol-7,17-dione

7-α-hydroxydehydroepiandrosterone sulfamate

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