6alpha-Methylandrostenedione

Base Information

• Chemical Name: 6alpha-Methylandrostenedione
• CAS No.: 2241-94-3
• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.441
• UNII: 47329QA2F6
• ChEMBL ID: CHEMBL3754471
• DSSTox Substance ID: DTXSID801345669
• Nikkaji Number: J589.084E
• Pharos Ligand ID: 1CTBBHXB78CT
• Wikidata: Q27258996
• Mol file: 2241-94-3.mol

Synonyms:6alpha-methylandrostenedione;2241-94-3;Formadrol;UNII-47329QA2F6;47329QA2F6;Androst-4-ene-3,17-dione, 6alpha-methyl-;CHEMBL3754471;(6S,8R,9S,10R,13S,14S)-6,10,13-trimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione;Androst-4-ene-3,17-dione, 6-methyl-, (6a)-;6alpha-methylandrost-4-ene-3,17-dione;SCHEMBL9622830;DTXSID801345669;BDBM50135997;6.ALPHA.-METHYLANDROSTENEDIONE;PD076327;J589.084E;6-ALPHA-METHYL-ETIOCHOLENE-3, 17-DIONE;6.ALPHA.-METHYL-4-ANDROSTEN-3,17-DIONE;6.ALPHA.-METHYLANDROST-4-ENE-3,17-DIONE;ANDROST-4-ENE-3,17-DIONE, 6.ALPHA.-METHYL-;Q27258996;ANDROST-4-ENE-3,17-DIONE, 6-METHYL-, (6.ALPHA.)-

Chemical Property of 6alpha-Methylandrostenedione

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 300.208930132
• Heavy Atom Count: 22
• Complexity: 574

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC2C3CCC(=O)C3(CCC2C4(C1=CC(=O)CC4)C)C
• Isomeric SMILES: C[C@H]1C[C@H]2[C@@H]3CCC(=O)[C@]3(CC[C@@H]2[C@@]4(C1=CC(=O)CC4)C)C

Technology Process of 6alpha-Methylandrostenedione

There total 42 articles about 6alpha-Methylandrostenedione 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: 71.0%

6-methyleneandrosta-4-ene-3,17-dione (19457-55-7) → 6α-methylandrost-4-ene-3,17-dione (2241-94-3)

Guidance literature:

With 5%-palladium/activated carbon; cyclohexene; In ethanol; for 3.25h; Reflux;

DOI:10.1021/acs.jmedchem.9b00157

Reference yield: 62.0%

exemestane (107868-30-4) → 6α-methylandrost-4-ene-3,17-dione (2241-94-3) + C20H30O2 + 6β-methylandrost-4-ene-3,17-dione (5696-36-6)

Guidance literature:

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; 5%-palladium/activated carbon; In ethanol; for 18h; stereoselective reaction; Reflux;

DOI:10.1039/c3ra41519h

Reference yield: 60.0%

6-methylandrosta-4,6-diene-3,17-dione (17183-96-9) → 6α-methylandrost-4-ene-3,17-dione (2241-94-3)

Guidance literature:

With cyclohexene; palladium on activated charcoal; In ethanol; Heating;

DOI:10.1016/0039-128X(93)90029-M

upstream raw materials:

6-methyl-androst-5-ene-3β,17β-diol

6α-Methyl-testosteron

6β-methylandrost-4-ene-3,17-dione

6-methylandrosta-4,6-diene-3,17-dione

Downstream raw materials:

6α-Methyl-testosteron

Refernces

• 1、 Roleira, Fernanda M. F.,Varela, Carla,Amaral, Cristina,Costa, Saul C.,Correia-Da-Silva, Georgina,Moraca, Federica,Costa, Giosuè,Alcaro, Stefano,Teixeira, Natércia A. A.,Tavares Da Silva, Elisiário J.. "C-6α- vs C-7α-Substituted Steroidal Aromatase Inhibitors: Which Is Better? Synthesis, Biochemical Evaluation, Docking Studies, and Structure-Activity Relationships". . p. 3636 - 3657. Retrieved 2019/04/26.
• 2、 Yan, Jiann-Long,Lee, Shoei-Sheng,Wang. "Microbial transformation of 3-hydroxy-5,6-cyclopropanocholestanes - An alternative route to 6-methylsteroids". . p. 863 - 870. Retrieved 2007/10/03.