2,17-Dimethyl-5,16-diazatetracyclo[9.8.0.02,8.012,17]nonadec-7-ene-6,15-dione

Base Information

• Chemical Name: 2,17-Dimethyl-5,16-diazatetracyclo[9.8.0.02,8.012,17]nonadec-7-ene-6,15-dione
• CAS No.: 5044-10-0
• Molecular Formula: C₁₉H₂₈N₂O₂
• Molecular Weight: 316.444
• NSC Number: 136992
• DSSTox Substance ID: DTXSID50964683
• Mol file: 5044-10-0.mol

Synonyms:5044-10-0;NSC136992;DTXSID50964683;NSC-136992;11a,13a-Dimethyl-4,4a,4b,5,6,10,11,11a,11b,12,13,13a-dodecahydro-3H-quinolino[6,5-g][3]benzazepine-2,8-diol

Chemical Property of 2,17-Dimethyl-5,16-diazatetracyclo[9.8.0.02,8.012,17]nonadec-7-ene-6,15-dione

Chemical Property:

• Vapor Pressure: 4.14E-13mmHg at 25°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 316.215078140
• Heavy Atom Count: 23
• Complexity: 584

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC12CCNC(=O)C=C1CCC3C2CCC4(C3CCC(=O)N4)C

Technology Process of 2,17-Dimethyl-5,16-diazatetracyclo[9.8.0.02,8.012,17]nonadec-7-ene-6,15-dione

There total 8 articles about 2,17-Dimethyl-5,16-diazatetracyclo[9.8.0.02,8.012,17]nonadec-7-ene-6,15-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:

(4aS,4bR,10aR,10bS,12aS)-10a,12a-Dimethyl-1,3,4,4a,4b,5,6,9,10,10a,10b,11,12,12a-tetradecahydro-1-aza-chrysene-2,8-dione 8-oxime (87984-69-8) → 3,17α-diaza-A,D-bishomoandrost-4α-ene-4,17-dione (5044-10-0)

Guidance literature:

With thionyl chloride; In 1,4-dioxane; for 24h; Ambient temperature;

DOI:10.1002/jhet.5570200449

Reference yield:

(10aR,12aS)-10a,12a-dimethyl-4,4a,4b,5,6,9,10,10a,10b,11,12,12a-dodecahydronaphtho[2,1-f]quinoline-2,8(1H,3H)-dione (1600-81-3) → 3,17α-diaza-A,D-bishomoandrost-4α-ene-4,17-dione (5044-10-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.9 g / NH₂OH*HCl, pyridine / ethanol / 5 h / Heating

2: 100 mg / thionyl chloride / dioxane / 24 h / Ambient temperature

With pyridine; thionyl chloride; hydroxylamine hydrochloride; In 1,4-dioxane; ethanol;

DOI:10.1002/jhet.5570200449

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) → 3,17α-diaza-A,D-bishomoandrost-4α-ene-4,17-dione (5044-10-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 6.5 g / Jones reagent / acetone / 24 h

2: 0.9 g / NH₂OH*HCl, pyridine / ethanol / 5 h / Heating

3: 350 mg / thionyl chloride / dioxane / 20 h / Ambient temperature

With pyridine; thionyl chloride; jones reagent; hydroxylamine hydrochloride; In 1,4-dioxane; ethanol; acetone;

DOI:10.1002/jhet.5570200449

upstream raw materials:

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

(4aS,4bR,10aR,10bS,12aS)-10a,12a-Dimethyl-1,3,4,4a,4b,5,6,9,10,10a,10b,11,12,12a-tetradecahydro-1-aza-chrysene-2,8-dione 8-oxime

(10aR,12aS)-10a,12a-dimethyl-4,4a,4b,5,6,9,10,10a,10b,11,12,12a-dodecahydronaphtho[2,1-f]quinoline-2,8(1H,3H)-dione

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