10alpha-Androst-4-en-3-one, 17beta-hydroxy-

Base Information

• Chemical Name: 10alpha-Androst-4-en-3-one, 17beta-hydroxy-
• CAS No.: 604-39-7
• Molecular Formula: C₁₉H₂₈O₂
• Molecular Weight: 288.43
• DSSTox Substance ID: DTXSID201020617
• Nikkaji Number: J108.133K
• Mol file: 604-39-7.mol

Synonyms:10alpha-Testosterone;10.alpha.-Testosterone;604-39-7;10.alpha.-Androst-4-en-3-one, 17.beta.-hydroxy-;MUMGGOZAMZWBJJ-VIUKOLAESA-N;Androst-4-en-3-one, 17-hydroxy-, (10.alpha.,17.beta.)-;DTXSID201020617;17-Hydroxyandrost-4-en-3-one #

Chemical Property of 10alpha-Androst-4-en-3-one, 17beta-hydroxy-

Chemical Property:

• PSA: 37.30000
• LogP: 3.87920
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 288.208930132
• Heavy Atom Count: 21
• Complexity: 508

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=CC(=O)CC[C@@]34C

Technology Process of 10alpha-Androst-4-en-3-one, 17beta-hydroxy-

There total 3 articles about 10alpha-Androst-4-en-3-one, 17beta-hydroxy- 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: 7.0%

androst-4-ene-3,17-dione (63-05-8,571-45-9,571-46-0,846-47-9,4860-73-5,5144-25-2,18485-76-2,23633-11-6,41143-27-5,79732-29-9) → 14α-hydroxyandrost-4-ene-3,17-dione (564-63-6,2919-59-7) + 15α-Hydroxy-testosteron (2226-70-2,39605-73-7,87936-17-2,117407-11-1) + 17β-hydroxyandrost-4-en-3-one (58-22-0,481-30-1,521-20-0,571-41-5,604-39-7,897-03-0,1423-92-3,4069-18-5,4593-59-3,4593-60-6,4860-75-7,28336-24-5,68833-09-0,79732-28-8,86335-11-7,90457-66-2,94991-78-3) + 11α-hydroxyandrost-4-ene-3,17-dione + 15β,17β-dihydroxyandrost-4-en-3-one + 11α,17β-dihydroxyandrost-4-en-3-one

Guidance literature:

With ferrous(II) sulfate heptahydrate; sodium nitrate; dipotassium hydrogenphosphate; magnesium sulfate heptahydrate; potassium chloride; Sucrose; In water; N,N-dimethyl-formamide; at 28 ℃; for 120h; Microbiological reaction;

DOI:10.3184/174751917X15064232103083

Reference yield:

→ 17β-hydroxy-androst-4-en-3-one (58-22-0,481-30-1,521-20-0,571-41-5,604-39-7,897-03-0,1423-92-3,4069-18-5,4593-59-3,4593-60-6,4860-75-7,28336-24-5,68833-09-0,79732-28-8,86335-11-7,90457-66-2,94991-78-3)

Guidance literature:

Dienon Ib 1.) Reduktion; 2.) ansaeuern mit HCl;

Reference yield:

4-androstene-3,17-dione (63-05-8) → 17β-hydroxy-androst-4-en-3-one (58-22-0,481-30-1,521-20-0,571-41-5,604-39-7,897-03-0,1423-92-3,4069-18-5,4593-59-3,4593-60-6,4860-75-7,28336-24-5,68833-09-0,79732-28-8,86335-11-7,90457-66-2,94991-78-3) + Androsten-(4)-diol-(3,17) (1156-92-9,1852-61-5,4223-60-3,15183-38-7,15216-04-3,16852-92-9,17218-62-1,81176-75-2,94595-22-9,111467-21-1)

Guidance literature:

With sodium tetrahydroborate; In methanol; dichloromethane; at -78 - 20 ℃; for 6h; Yield given;

DOI:10.1016/S0040-4039(00)80137-9

upstream raw materials:

4-androstene-3,17-dione

androst-4-ene-3,17-dione

Downstream raw materials:

testosterone

β-androstan-3,17-dion

α-androstan-3,17-dion

androst-3-en-3,17-dion

Refernces

• 1、 Ward, Dale E.,Rhee, Chung K.,Zoghaib, Wajdi M.. "A GENERAL METHOD FOR THE SELECTIVE REDUCTION OF KETONES IN THE PRESENCE OF ENONES.". . p. 517 - 520. Retrieved 2007/10/02.