8-Hydroxy-10a,12a-dimethyl-3,4,4a,4b,5,7,8,9,10,10a,10b,11,12,12a-tetradecahydronaphtho[2,1-f]quinolin-2(1H)-one

Base Information

• Chemical Name: 8-Hydroxy-10a,12a-dimethyl-3,4,4a,4b,5,7,8,9,10,10a,10b,11,12,12a-tetradecahydronaphtho[2,1-f]quinolin-2(1H)-one
• CAS No.: 7680-15-1
• Molecular Formula: C₁₉H₂₉NO₂
• Molecular Weight: 303.445
• NSC Number: 137009,115896
• DSSTox Substance ID: DTXSID40297417
• Mol file: 7680-15-1.mol

Synonyms:8-Hydroxy-10a,12a-dimethyl-3,4,4a,4b,5,7,8,9,10,10a,10b,11,12,12a-tetradecahydronaphtho[2,1-f]quinolin-2(1H)-one;7680-15-1;NSC627264;8-hydroxy-10a,12a-dimethyl-3,4,4a,4b,5,7,8,9,10,10b,11,12-dodecahydro-1H-naphtho[2,1-f]quinolin-2-one;DTXSID40297417;NSC115896;NSC137009;NSC-115896;NSC-137009

Chemical Property of 8-Hydroxy-10a,12a-dimethyl-3,4,4a,4b,5,7,8,9,10,10a,10b,11,12,12a-tetradecahydronaphtho[2,1-f]quinolin-2(1H)-one

Chemical Property:

• Vapor Pressure: 7.05E-12mmHg at 25°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 303.219829168
• Heavy Atom Count: 22
• Complexity: 528

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(CC1=CCC3C2CCC4(C3CCC(=O)N4)C)O

Technology Process of 8-Hydroxy-10a,12a-dimethyl-3,4,4a,4b,5,7,8,9,10,10a,10b,11,12,12a-tetradecahydronaphtho[2,1-f]quinolin-2(1H)-one

There total 11 articles about 8-Hydroxy-10a,12a-dimethyl-3,4,4a,4b,5,7,8,9,10,10a,10b,11,12,12a-tetradecahydronaphtho[2,1-f]quinolin-2(1H)-one 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: 91.4%

3-acetoxy-17a-aza-17a-homo-androst-5-en-17-one (2232-16-8,76023-66-0) → 3β-hydroxy-13α-amino-13,17-seco-5-androsten-17-oic-13,17-lactam (7680-15-1)

Guidance literature:

With potassium hydroxide; In methanol; for 1.16667h; Reflux;

DOI:10.1016/j.ejmech.2012.06.026

Reference yield: 1.7%

3-acetoxy-17a-aza-17a-homo-androst-5-en-17-one (2232-16-8,76023-66-0) → 3β-hydroxy-13α-amino-13,17-seco-5-androsten-17-oic-13,17-lactam (7680-15-1) + 5,6β-epoxy-3β-hydroxy-17a-aza-D-homo-5β-androstan-17-one (58324-05-3) + 3β-hydroxy-17α-aza-D-homo-androst-5-en-7,17-dione (58324-04-2) + 3β,7β-dihydroxy-17a-aza-D-homoandrost-5-en-17-one (58324-03-1)

Guidance literature:

In ethanol; for 72h; Further byproducts given; incubation with Cunninghamella elegans;

Reference yield: 0.2%

3-acetoxy-17a-aza-17a-homo-androst-5-en-17-one (2232-16-8,76023-66-0) → 3β-hydroxy-13α-amino-13,17-seco-5-androsten-17-oic-13,17-lactam (7680-15-1) + 5,6β-epoxy-3β-hydroxy-17a-aza-D-homo-5β-androstan-17-one (58324-05-3) + 3β-hydroxy-17α-aza-D-homo-androst-5-en-7,17-dione (58324-04-2) + 3β,7α-dihydroxy-17a-aza-D-homoandrost-5-en-17-one (58324-02-0)

Guidance literature:

In ethanol; for 72h; Further byproducts given; incubation with Cunninghamella elegans;

upstream raw materials:

13-amino-3β-hydroxy-13αH-13,17-seco-androst-5-en-17-oic acid

3-acetoxy-17a-aza-17a-homo-androst-5-en-17-one

3β-acetoxy-17-acetylimino-17α-aza-D-homo-5-androstene

C₃₂H₄₄N₂O₆S

Downstream raw materials:

(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

4-{4-[Bis-(2-chloro-ethyl)-amino]-phenyl}-butyric acid (4aS,4bR,8R,10aR,10bS,12aS)-10a,12a-dimethyl-2-oxo-1,2,3,4,4a,4b,5,7,8,9,10,10a,10b,11,12,12a-hexadecahydro-1-aza-chrysen-8-yl ester

3β-hydroxy-13α-amino-13,17-seco-5-androsten-17-oic-13,17-lactam o-N,N-bis(2-chloroethyl)aminobenzoate

3β-hydroxy-13α-amino-13,17-seco-5-androsten-17-oic-13,17-lactam m-N,N-bis(2-chloroethyl)aminobenzoate