(8S,9R,10R,11S,13S,14S)-11-(4-methoxyphenyl)-10,13-dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-dodecahydro-3H-cyclopenta[a]phenanthrene-3,17(2H)-dione

Base Information

Chemical Name:(8S,9R,10R,11S,13S,14S)-11-(4-methoxyphenyl)-10,13-dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-dodecahydro-3H-cyclopenta[a]phenanthrene-3,17(2H)-dione
CAS No.:174505-12-5
Molecular Formula:C₂₆H₃₂O₃
Molecular Weight:392.538
Hs Code.:

Synonyms:(8S,9R,10R,11S,13S,14S)-11-(4-methoxyphenyl)-10,13-dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-dodecahydro-3H-cyclopenta[a]phenanthrene-3,17(2H)-dione

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Chemical Property of (8S,9R,10R,11S,13S,14S)-11-(4-methoxyphenyl)-10,13-dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-dodecahydro-3H-cyclopenta[a]phenanthrene-3,17(2H)-dione

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Technology Process of (8S,9R,10R,11S,13S,14S)-11-(4-methoxyphenyl)-10,13-dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-dodecahydro-3H-cyclopenta[a]phenanthrene-3,17(2H)-dione

There total 11 articles about (8S,9R,10R,11S,13S,14S)-11-(4-methoxyphenyl)-10,13-dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-dodecahydro-3H-cyclopenta[a]phenanthrene-3,17(2H)-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: 84.0%

: 174505-11-4
O-((8S,9R,10R,11S,12S,13R,14S)-11-(4-methoxyphenyl)-10,13-dimethyl-3,17-dioxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-12-yl)-1H-imidazole-1-carbothioate

: 174505-12-5
(8S,9R,10R,11S,13S,14S)-11-(4-methoxyphenyl)-10,13-dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-dodecahydro-3H-cyclopenta[a]phenanthrene-3,17(2H)-dione

Guidance literature:: With tri-n-butyl-tin hydride; In toluene; for 3h; Inert atmosphere; Reflux;

Reference yield:

: 174505-04-5
(5’R,8’S,9’R,10'R,13’R,14'S)-11’-(4-methoxyphenyl)-10’,13’-dimethyl-1‘,6’,7’,8’,9’,10’,13’,14',15’,16’-decahydro-2’H-dispiro[[1,3]dioxolane-2,3’-cyclopenta[a]phenanthrene-17’,2”-[1,3 ]dioxolan]-5’(4’H)-ol

: 174505-12-5
(8S,9R,10R,11S,13S,14S)-11-(4-methoxyphenyl)-10,13-dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-dodecahydro-3H-cyclopenta[a]phenanthrene-3,17(2H)-dione

Guidance literature:: Multi-step reaction with 5 steps

1: 29 percent / mCPBA / CH₂Cl₂ / 24 h / Ambient temperature

2: 74 percent / liq. ammonia, Li / tetrahydrofuran / 2 h / -78 °C

3: 70 percent / 4M aq. HCl / acetone / 24 h / Ambient temperature

4: 84 percent / triethylamine / CH₂Cl₂ / 144 h / Ambient temperature

5: 67 percent / tributylstannane / toluene / 2 h / Heating

With hydrogenchloride; ammonia; tri-n-butyl-tin hydride; lithium; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; acetone; toluene;
DOI:10.1016/0040-4020(95)00983-3

Reference yield:

: 174505-09-0
(5’R,8’S,9’R,10'R,11'S,12'S,13‘R,14’S)-11‘-(4-methoxyphenyl)-10’,13‘-dimethyldodecahydro-2’H-dispiro[[1,3]dioxolane-2,3‘-cyclopenta[a]phenanthrene-17’,2”-[1,3]dioxolane]-5’,12’(4’H)-diol

: 174505-12-5
(8S,9R,10R,11S,13S,14S)-11-(4-methoxyphenyl)-10,13-dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-dodecahydro-3H-cyclopenta[a]phenanthrene-3,17(2H)-dione

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / 4M aq. HCl / acetone / 24 h / Ambient temperature

2: 84 percent / triethylamine / CH₂Cl₂ / 144 h / Ambient temperature

3: 67 percent / tributylstannane / toluene / 2 h / Heating

With hydrogenchloride; tri-n-butyl-tin hydride; triethylamine; In dichloromethane; acetone; toluene;
DOI:10.1016/0040-4020(95)00983-3