2alpha-Methyl-19-nortestosterone

Base Information

• Chemical Name: 2alpha-Methyl-19-nortestosterone
• CAS No.: 1092-04-2
• Molecular Formula: C₁₉H₂₈O₂
• Molecular Weight: 288.43
• NSC Number: 29840
• UNII: N6WOZ37NLU
• DSSTox Substance ID: DTXSID00911026
• Nikkaji Number: J2.792.182E
• Wikidata: Q27148892
• Mol file: 1092-04-2.mol

Synonyms:2alpha-Methyl-19-nortestosterone;1092-04-2;Estr-4-en-3-one, 17.beta.-hydroxy-2.alpha.-methyl-;UNII-N6WOZ37NLU;N6WOZ37NLU;2.alpha.-Methyl-19-nortestosterone;NSC 29840;NSC-29840;RU 3110;17beta-Hydroxy-2alpha-methylestr-4-en-3-one;Estr-4-en-3-one, 17-hydroxy-2-methyl-, (2.alpha.,17.beta.)-;SCHEMBL16188696;CHEBI:79760;DTXSID00911026;NSC29840;2-.alpha.-methyl-19-nortestosterone;17-Hydroxy-2-methylestr-4-en-3-one;19-Nortestosterone, 2.alpha.-methyl-;RU-3110;(2R,8R,9S,10R,13S,14S,17S)-17-hydroxy-2,13-dimethyl-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-one;Estr-4-en-3-one, (2.alpha.,17.beta.)-;U 5520;17-.beta.-hydroxy-2-.alpha.-methylestr-4-en-3-one;Q27148892

Chemical Property of 2alpha-Methyl-19-nortestosterone

Chemical Property:

• Vapor Pressure: 1.44E-09mmHg at 25°C
• Boiling Point: 439.4°C at 760 mmHg
• Flash Point: 187.3°C
• PSA: 37.30000
• Density: 1.11g/cm³
• LogP: 3.73510
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 288.208930132
• Heavy Atom Count: 21
• Complexity: 494

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC2C3CCC4(C(C3CCC2=CC1=O)CCC4O)C
• Isomeric SMILES: C[C@@H]1C[C@@H]2[C@H]3CC[C@]4([C@H]([C@@H]3CCC2=CC1=O)CC[C@@H]4O)C

Technology Process of 2alpha-Methyl-19-nortestosterone

There total 15 articles about 2alpha-Methyl-19-nortestosterone 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: 23.0%

C21H30O3 → 2α-Methyl-19-nor-testosteron (1092-04-2) + 2β-Methyl-17β-hydroxy-oestr-4-en-3-on (3919-20-8)

Guidance literature:

With sodium hydroxide; In methanol; water; at 60 ℃; for 1h;

Reference yield:

2β-Methyl-17β-hydroxy-oestr-4-en-3-on (3919-20-8) → 2α-Methyl-19-nor-testosteron (1092-04-2)

Guidance literature:

With potassium hydroxide; In methanol;

DOI:10.1016/S0040-4020(01)93905-5

Reference yield:

2-Methyl-oestradiol-3-methylether (4787-54-6) → 2α-Methyl-19-nor-testosteron (1092-04-2)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) Li, EtOH, liq. NH₃, Et₂O, (ii) aq. HCl, MeOH

2: aq. KOH / methanol

With potassium hydroxide; In methanol;

DOI:10.1016/S0040-4020(01)93905-5

upstream raw materials:

19-nortestosterone

methyl iodide

2-Methyl-oestradiol-3-methylether

2β-Methyl-17β-hydroxy-oestr-4-en-3-on

Refernces

• 1、 -. "19-NOR C3,3-DISUBSTITUTED C21-N-PYRAZOLYL STEROIDS AND METHODS OF USE THEREOF". . . Retrieved 2014/11/11.
• 2、 Yamato,Kaneko. "Conformation of ring A in some 2-beta-methyl- and 2-beta-acetoxy-19-nortestosterones.". . p. 2501 - 2508. Retrieved 2007/10/13.