5a,7a-Dimethyl-3,4,5,5a,5b,6,7,7a,9,10,10a,10b,11,12-tetradecahydrocyclopenta[5,6]naphtho[1,2-d]azepine-2,8-dione

Base Information

• Chemical Name: 5a,7a-Dimethyl-3,4,5,5a,5b,6,7,7a,9,10,10a,10b,11,12-tetradecahydrocyclopenta[5,6]naphtho[1,2-d]azepine-2,8-dione
• CAS No.: 20986-87-2
• Molecular Formula: C₁₉H₂₇NO₂
• Molecular Weight: 301.429
• NSC Number: 137004
• DSSTox Substance ID: DTXSID20300438
• Mol file: 20986-87-2.mol

Synonyms:20986-87-2;5a,7a-dimethyl-3,4,5,5a,5b,6,7,7a,9,10,10a,10b,11,12-tetradecahydrocyclopenta[5,6]naphtho[1,2-d]azepine-2,8-dione;NSC137004;DTXSID20300438;NSC-137004

Chemical Property of 5a,7a-Dimethyl-3,4,5,5a,5b,6,7,7a,9,10,10a,10b,11,12-tetradecahydrocyclopenta[5,6]naphtho[1,2-d]azepine-2,8-dione

Chemical Property:

• Vapor Pressure: 3.87E-10mmHg at 25°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 301.204179104
• Heavy Atom Count: 22
• Complexity: 566

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC12CCNC(=O)C=C1CCC3C2CCC4(C3CCC4=O)C

Technology Process of 5a,7a-Dimethyl-3,4,5,5a,5b,6,7,7a,9,10,10a,10b,11,12-tetradecahydrocyclopenta[5,6]naphtho[1,2-d]azepine-2,8-dione

There total 9 articles about 5a,7a-Dimethyl-3,4,5,5a,5b,6,7,7a,9,10,10a,10b,11,12-tetradecahydrocyclopenta[5,6]naphtho[1,2-d]azepine-2,8-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:

C21H31NO3 → 3-aza-A-homo-4α-androstene-4,17-dione (20986-87-2)

Guidance literature:

With hydrogenchloride; water; In tetrahydrofuran; at 25 ℃; for 1h;

Reference yield:

8-hydroxy-5a,7a-dimethyl-3,4,5,5a,5b,6,7,7a,8,9,10,10a,11,12-tetradecahydrocyclopenta-[5,6]naphtho[1,2-d]azepin-2(10bH)-one (21058-56-0) → 3-aza-A-homo-4α-androstene-4,17-dione (20986-87-2)

Guidance literature:

With jones reagent; In acetone; for 24h;

DOI:10.1002/jhet.5570200449

Reference yield:

3-aza-17β-acetoxy-A-homo-4α-androsten-4-one (21058-55-9) → 3-aza-A-homo-4α-androstene-4,17-dione (20986-87-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 4N LiOH

2: 6.5 g / Jones reagent / acetone / 24 h

With lithium hydroxide; jones reagent; In acetone;

DOI:10.1002/jhet.5570200449

upstream raw materials:

8-hydroxy-5a,7a-dimethyl-3,4,5,5a,5b,6,7,7a,8,9,10,10a,11,12-tetradecahydrocyclopenta-[5,6]naphtho[1,2-d]azepin-2(10bH)-one

3-aza-17β-acetoxy-A-homo-4α-androsten-4-one

17β-acetoxy-3-hydroximinoandrost-4-ene

dehydroepiandrosterone

Downstream raw materials:

3-aza-A-homo-4α-androsten-4,17-dione oxime

(5aR,5bS,7aS,10aS,10bR)-5a,7a-Dimethyl-8-(phenyl-hydrazono)-4,5,5a,5b,6,7,7a,8,9,10,10a,10b,11,12-tetradecahydro-3H-cyclopenta[5,6]naphtho[1,2-d]azepin-2-one

C₂₆H₃₁N₃O

3,17α-diaza-A,D-bishomoandrost-4α-ene-4,17-dione