(3S,5S,9S,10R,13R,17S)-3-(Dimethyl-phenyl-silanyl)-10-formyl-4,4,13-trimethyl-1,7-dioxo-2,3,4,5,6,7,9,10,11,12,13,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carbonitrile

Base Information

Chemical Name:(3S,5S,9S,10R,13R,17S)-3-(Dimethyl-phenyl-silanyl)-10-formyl-4,4,13-trimethyl-1,7-dioxo-2,3,4,5,6,7,9,10,11,12,13,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carbonitrile
CAS No.:908255-66-3
Molecular Formula:C₃₀H₃₇NO₃Si
Molecular Weight:487.714
Hs Code.:

(3S,5S,9S,10R,13R,17S)-3-(Dimethyl-phenyl-silanyl)-10-formyl-4,4,13-trimethyl-1,7-dioxo-2,3,4,5,6,7,9,10,11,12,13,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carbonitrile

Synonyms:(3S,5S,9S,10R,13R,17S)-3-(Dimethyl-phenyl-silanyl)-10-formyl-4,4,13-trimethyl-1,7-dioxo-2,3,4,5,6,7,9,10,11,12,13,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carbonitrile

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Chemical Property of (3S,5S,9S,10R,13R,17S)-3-(Dimethyl-phenyl-silanyl)-10-formyl-4,4,13-trimethyl-1,7-dioxo-2,3,4,5,6,7,9,10,11,12,13,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carbonitrile

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Technology Process of (3S,5S,9S,10R,13R,17S)-3-(Dimethyl-phenyl-silanyl)-10-formyl-4,4,13-trimethyl-1,7-dioxo-2,3,4,5,6,7,9,10,11,12,13,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carbonitrile

There total 16 articles about (3S,5S,9S,10R,13R,17S)-3-(Dimethyl-phenyl-silanyl)-10-formyl-4,4,13-trimethyl-1,7-dioxo-2,3,4,5,6,7,9,10,11,12,13,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carbonitrile 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: 90.0%

: 908255-87-8
(3S,5S,9S,10R,13R,17S)-17-Cyano-3-(dimethyl-phenyl-silanyl)-10-formyl-4,4,13-trimethyl-1,7-dioxo-2,3,4,5,6,7,9,10,11,12,13,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-6-carboxylic acid allyl ester

: 908255-66-3
(3S,5S,9S,10R,13R,17S)-3-(Dimethyl-phenyl-silanyl)-10-formyl-4,4,13-trimethyl-1,7-dioxo-2,3,4,5,6,7,9,10,11,12,13,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carbonitrile

Guidance literature:: With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1021/jo0608725

Reference yield:

: (1R,3R)-3-(Dimethyl-phenyl-silanyl)-4,4-dimethyl-cyclohexanol

: 908255-66-3
(3S,5S,9S,10R,13R,17S)-3-(Dimethyl-phenyl-silanyl)-10-formyl-4,4,13-trimethyl-1,7-dioxo-2,3,4,5,6,7,9,10,11,12,13,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carbonitrile

Guidance literature:: Multi-step reaction with 6 steps

1: 48 percent / lipase B Candida Antarctica / 48 h / 20 °C

2: 87 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 20 °C

3: 73 percent / NaH; KH / tetrahydrofuran / 0.5 h / 20 °C

4: 16 percent / pyridine / CH₂Cl₂ / 0.25 h / 0 °C

5: 70 percent / Cs₂CO₃ / ethyl acetate / 6 h / 20 °C

6: 90 percent / morpholine / Pd(PPh₃)4 / tetrahydrofuran / 1 h / 20 °C

With morpholine; pyridine; oxalyl dichloride; lipase B Candida antarctica; potassium hydride; sodium hydride; caesium carbonate; dimethyl sulfoxide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; ethyl acetate; 2: Swern oxidation;
DOI:10.1021/jo0608725

Reference yield:

: 908255-62-9
(1S,3S)-3-(Dimethyl-phenyl-silanyl)-4,4-dimethyl-cyclohexanol

: 908255-66-3
(3S,5S,9S,10R,13R,17S)-3-(Dimethyl-phenyl-silanyl)-10-formyl-4,4,13-trimethyl-1,7-dioxo-2,3,4,5,6,7,9,10,11,12,13,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carbonitrile

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 20 °C

2: 73 percent / NaH; KH / tetrahydrofuran / 0.5 h / 20 °C

3: 16 percent / pyridine / CH₂Cl₂ / 0.25 h / 0 °C

4: 70 percent / Cs₂CO₃ / ethyl acetate / 6 h / 20 °C

5: 90 percent / morpholine / Pd(PPh₃)4 / tetrahydrofuran / 1 h / 20 °C

With morpholine; pyridine; oxalyl dichloride; potassium hydride; sodium hydride; caesium carbonate; dimethyl sulfoxide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; ethyl acetate; 1: Swern oxidation;
DOI:10.1021/jo0608725