(3S,5S,9S,10R,13R,17R)-3-(Dimethyl-phenyl-silanyl)-10-formyl-17-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-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

Base Information

Chemical Name:(3S,5S,9S,10R,13R,17R)-3-(Dimethyl-phenyl-silanyl)-10-formyl-17-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-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
CAS No.:908255-90-3
Molecular Formula:C₄₄H₅₆O₇Si
Molecular Weight:725.01
Hs Code.:

(3S,5S,9S,10R,13R,17R)-3-(Dimethyl-phenyl-silanyl)-10-formyl-17-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-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

Synonyms:(3S,5S,9S,10R,13R,17R)-3-(Dimethyl-phenyl-silanyl)-10-formyl-17-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-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

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Chemical Property of (3S,5S,9S,10R,13R,17R)-3-(Dimethyl-phenyl-silanyl)-10-formyl-17-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-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

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Technology Process of (3S,5S,9S,10R,13R,17R)-3-(Dimethyl-phenyl-silanyl)-10-formyl-17-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-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

There total 22 articles about (3S,5S,9S,10R,13R,17R)-3-(Dimethyl-phenyl-silanyl)-10-formyl-17-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-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 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: 55.0%

: 908255-65-2
(S)-4-(Dimethyl-phenyl-silanyl)-3,3-dimethyl-6-oxo-cyclohex-1-enecarbaldehyde

: 908255-78-7
3-{(1R,3aR,7aR)-1-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-3a-methoxymethoxy-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-4-yl}-3-oxo-propionic acid allyl ester

: 908255-90-3
(3S,5S,9S,10R,13R,17R)-3-(Dimethyl-phenyl-silanyl)-10-formyl-17-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-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

Guidance literature:: With caesium carbonate; In acetonitrile; at 20 ℃; for 6h;
DOI:10.1021/jo0608725

Reference yield:

: 908255-63-0
(S)-3-(Dimethyl-phenyl-silanyl)-4,4-dimethyl-cyclohexanone

: 908255-90-3
(3S,5S,9S,10R,13R,17R)-3-(Dimethyl-phenyl-silanyl)-10-formyl-17-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-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

Guidance literature:: Multi-step reaction with 3 steps

1: 73 percent / NaH; KH / tetrahydrofuran / 0.5 h / 20 °C

2: 16 percent / pyridine / CH₂Cl₂ / 0.25 h / 0 °C

3: 55 percent / Cs₂CO₃ / acetonitrile / 6 h / 20 °C

With pyridine; potassium hydride; sodium hydride; caesium carbonate; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jo0608725

Reference yield:

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

: 908255-90-3
(3S,5S,9S,10R,13R,17R)-3-(Dimethyl-phenyl-silanyl)-10-formyl-17-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-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

Guidance literature:: Multi-step reaction with 5 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: 55 percent / Cs₂CO₃ / acetonitrile / 6 h / 20 °C

With pyridine; oxalyl dichloride; lipase B Candida antarctica; potassium hydride; sodium hydride; caesium carbonate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; acetonitrile; 2: Swern oxidation;
DOI:10.1021/jo0608725