(5alpha)-23-Methyl-4-aza-21-norchol-1-ene-3,20-dione

Base Information

• Chemical Name: (5alpha)-23-Methyl-4-aza-21-norchol-1-ene-3,20-dione
• CAS No.: 103497-68-3
• Molecular Formula: C₂₃H₃₅NO₂
• Molecular Weight: 357.536
• UNII: XEC7U2O6SC
• Nikkaji Number: J529.844J
• Wikidata: Q27293805
• ChEMBL ID: CHEMBL575781
• Mol file: 103497-68-3.mol

Synonyms:(5alpha)-23-methyl-4-aza-21-norchol-1-ene-3,20-dione;4-Aza-21-norchol-1-ene-3,20-dione, 23-methyl-, (5alpha)-;L 654066;L-654,066;MK 0963;MK-0963

Chemical Property of (5alpha)-23-Methyl-4-aza-21-norchol-1-ene-3,20-dione

Chemical Property:

• Vapor Pressure: 1.2E-10mmHg at 25°C
• Boiling Point: 513.3°C at 760 mmHg
• Flash Point: 152.7°C
• Density: 1.048g/cm³
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 357.266779359
• Heavy Atom Count: 26
• Complexity: 638

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(=O)C1CCC2C1(CCC3C2CCC4C3(C=CC(=O)N4)C)C
• Isomeric SMILES: CC(C)CC(=O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(C=CC(=O)N4)C)C

Technology Process of (5alpha)-23-Methyl-4-aza-21-norchol-1-ene-3,20-dione

There total 6 articles about (5alpha)-23-Methyl-4-aza-21-norchol-1-ene-3,20-dione 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: 80.0%

2-methylpropylmagnesium chloride (5674-02-2) + (4aR,4bS,6aS,7S,9aS,9bS,11aR)-7-(Imidazole-1-carbonyl)-4a,6a-dimethyl-1,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-indeno[5,4-f]quinolin-2-one (129273-17-2) → 23-methyl-4-aza-21-nor-5α-chol-1-ene-3,20-dione (103497-68-3)

Guidance literature:

With iron(III) chloride; In tetrahydrofuran; diethyl ether; at -10 ℃;

Reference yield:

22-methyl-4-aza-21-nor-5α-cholane-3,20-dione (98319-27-8) + 23-methyl-4-aza-21-nor-5α-cholane-3,20-dione (103335-58-6) → 22-methyl-4-aza-21-nor-5α-chol-1-ene-3,20-dione (98319-29-0) + 23-methyl-4-aza-21-nor-5α-chol-1-ene-3,20-dione (103497-68-3)

Guidance literature:

With benzeneseleninic anhydride; In dichloromethane; chlorobenzene;

Reference yield:

23-methyl-4-aza-21-nor-5α-cholane-3,20-dione (103335-58-6) → 23-methyl-4-aza-21-nor-5α-chol-1-ene-3,20-dione (103497-68-3)

Guidance literature:

With benzeneseleninic anhydride; In chlorobenzene; for 4h; Heating;

DOI:10.1021/jm00161a028

upstream raw materials:

2-methylpropylmagnesium chloride

(4aR,4bS,6aS,7S,9aS,9bS,11aR)-7-(Imidazole-1-carbonyl)-4a,6a-dimethyl-1,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-indeno[5,4-f]quinolin-2-one

23-methyl-4-aza-21-nor-5α-cholane-3,20-dione

3-Oxo-4-aza-5α-androst-1-ene-17β-carboxylic acid