18-Methyl-19-nortestosterone

Base Information

• Chemical Name: 18-Methyl-19-nortestosterone
• CAS No.: 793-55-5
• Molecular Formula: C19H28 O2
• Molecular Weight: 288.43
• UNII: 2B802ECT5B,6AL6ML53DZ
• DSSTox Substance ID: DTXSID101237364
• Nikkaji Number: J621.100C
• Wikidata: Q27264417
• Metabolomics Workbench ID: 146191
• Mol file: 793-55-5.mol

Synonyms:13-EHGEO;13-ethyl-17-hydroxy-gon-4-en-3-one;13-ethyl-17-hydroxy-gon-4-en-3-one, (17beta)-isomer

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Chemical Property of 18-Methyl-19-nortestosterone

Chemical Property:

• PSA: 37.30000
• LogP: 3.87920
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 288.208930132
• Heavy Atom Count: 21
• Complexity: 480

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34
• Isomeric SMILES: CC[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=CC(=O)CC[C@H]34
• Uses: Nandrolone (N315000) derivative.

Technology Process of 18-Methyl-19-nortestosterone

There total 15 articles about 18-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: 68.0%

D-13β-ethyl-17β-hydroxy-3-methoxy-gona-2,5(10)-diene (14507-49-4) → 17beta-hydroxy-18-methyl-4-estren-3-one (793-55-5)

Guidance literature:

With hydrogenchloride; In methanol; for 2h; Heating;

DOI:10.1039/P19940002331

Reference yield:

→ (+/-)-18-Homo-19-nor-testosteron (793-54-4,793-55-5,21624-64-6,23701-46-4,102572-17-8)

Guidance literature:

entspr. 5(10)-Enverb., Isom.;

Reference yield:

→ (13S,17S)-13-Ethyl-17-hydroxy-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one (793-54-4,793-55-5,21624-64-6,23701-46-4,102572-17-8)

Guidance literature:

18-Methyl-19-nor-androst-4-en-3,17-dion, DIBAH;

upstream raw materials:

(3S,3aS,5aS,6R,9aR,9bS)-3-tert-Butoxy-3a-ethyl-6-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-dodecahydro-cyclopenta[a]naphthalen-7-one

D-13β-ethyl-17β-hydroxy-3-methoxy-gona-2,5(10)-diene

18-methyl-3-methoxy-1,3,5(10),8-estratetraen-17β-ol

13β-ethyl-3-methoxygona-1,3,5(10)8-tetraen-17β-yl acetate

Downstream raw materials:

13β-Ethyl-17β-(3-phenylpropionoxy)-gon-4-en-3-one

13β-ethyl-gon-4-en-3,17-dione

Refernces

• 1、 -. "Synthesis of gon-4-enes". . . Retrieved 2008/06/13.
• 2、 SMITH,HUGHES,DOUGLAS,HARTLEY,MCLOUGHLIN,SIDDALL,WENDT,BUZBY Jr.,HERBST,LEDIG,MCMENAMIN,PATTISON,SUIDA,TOKOLICS,EDGREN,JANSEN,GADSBY,WATSON,PHILLIPS. "TOTALLY SYNTHETIC -13-ALKYL-3-HYDROXY AND". . p. 394 - 396. Retrieved 2007/10/12.