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

Base Information

Chemical Name:(8R,9R,10S,13R,14R,16S,17R)-17-Acetyl-16-methoxy-10,13-dimethyl-1,6,7,8,9,10,12,13,14,15,16,17-dodecahydro-2H-cyclopenta[a]phenanthrene-3,11-dione
CAS No.:122314-93-6
Molecular Formula:C₂₂H₃₀O₄
Molecular Weight:358.478
Hs Code.:

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

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

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

There total 1 articles about (8R,9R,10S,13R,14R,16S,17R)-17-Acetyl-16-methoxy-10,13-dimethyl-1,6,7,8,9,10,12,13,14,15,16,17-dodecahydro-2H-cyclopenta[a]phenanthrene-3,11-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: 50.0%

: 67-56-1
methanol

: 104621-28-5,122314-91-4
(2R,3S,3aS,5aR,6R,9aS,9bS)-3-Acetyl-2-(tert-butyl-dimethyl-silanyloxy)-3a,6-dimethyl-6-(3-oxo-butyl)-decahydro-cyclopenta[a]naphthalene-5,7-dione

: 1882-86-6,110785-85-8
11-Keto-16-dehydroprogesterone

: 122314-93-6
(8R,9R,10S,13R,14R,16S,17R)-17-Acetyl-16-methoxy-10,13-dimethyl-1,6,7,8,9,10,12,13,14,15,16,17-dodecahydro-2H-cyclopenta[a]phenanthrene-3,11-dione

Guidance literature:: With potassium hydroxide;
DOI:10.1021/ja00198a042

Reference yield:

: 122314-93-6
(8R,9R,10S,13R,14R,16S,17R)-17-Acetyl-16-methoxy-10,13-dimethyl-1,6,7,8,9,10,12,13,14,15,16,17-dodecahydro-2H-cyclopenta[a]phenanthrene-3,11-dione

: 53-06-5,10007-36-0,15779-07-4,35446-72-1,104713-00-0
(+/-)-Cortisone

Guidance literature:: Multi-step reaction with 3 steps

1: DBU

2: 74 percent / RhCl(PPh₃)3 / tetrahydrofuran / 38 h / 65 °C

3: 1.) KHCO₃, mCPBA, 2.) aq. 1N, HCl / 1.) CH₂Cl₂, 0 deg C, 15 min, then 10 min, room temp., 2.) THF, room temp., 15 min

With hydrogenchloride; potassium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; RhCl(PPh₃)3; In tetrahydrofuran;
DOI:10.1021/ja00198a042

Reference yield:

: 122314-93-6
(8R,9R,10S,13R,14R,16S,17R)-17-Acetyl-16-methoxy-10,13-dimethyl-1,6,7,8,9,10,12,13,14,15,16,17-dodecahydro-2H-cyclopenta[a]phenanthrene-3,11-dione

: 382-45-6,10007-39-3,15407-71-3,82043-34-3
(+/-)-adrenosterone

Guidance literature:: Multi-step reaction with 3 steps

1: DBU

2: 74 percent / RhCl(PPh₃)3 / tetrahydrofuran / 38 h / 65 °C

3: 50 percent / KHCO₃, mCPBA / CH₂Cl₂ / 4 h / 0 °C

With potassium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; RhCl(PPh₃)3; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00198a042