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

Base Information

• Chemical Name: (3S,5S,9S,10R,13R,17R)-3-(Dimethyl-phenyl-silanyl)-17-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-4,4,13-trimethyl-1,7-dioxo-1,2,3,4,5,6,7,9,11,12,13,15,16,17-tetradecahydro-cyclopenta[a]phenanthrene-10-carbaldehyde
• CAS No.: 908255-79-8
• Molecular Formula: C₄₀H₅₂O₅Si
• Molecular Weight: 640.935

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of (3S,5S,9S,10R,13R,17R)-3-(Dimethyl-phenyl-silanyl)-17-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-4,4,13-trimethyl-1,7-dioxo-1,2,3,4,5,6,7,9,11,12,13,15,16,17-tetradecahydro-cyclopenta[a]phenanthrene-10-carbaldehyde

There total 23 articles about (3S,5S,9S,10R,13R,17R)-3-(Dimethyl-phenyl-silanyl)-17-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-4,4,13-trimethyl-1,7-dioxo-1,2,3,4,5,6,7,9,11,12,13,15,16,17-tetradecahydro-cyclopenta[a]phenanthrene-10-carbaldehyde 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%

(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 (908255-90-3) → (3S,5S,9S,10R,13R,17R)-3-(Dimethyl-phenyl-silanyl)-17-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-4,4,13-trimethyl-1,7-dioxo-1,2,3,4,5,6,7,9,11,12,13,15,16,17-tetradecahydro-cyclopenta[a]phenanthrene-10-carbaldehyde (908255-79-8)

Guidance literature:

With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; for 2h; Heating;

DOI:10.1021/jo0608725

Reference yield:

(S)-3-(Dimethyl-phenyl-silanyl)-4,4-dimethyl-cyclohexanone (908255-63-0) → (3S,5S,9S,10R,13R,17R)-3-(Dimethyl-phenyl-silanyl)-17-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-4,4,13-trimethyl-1,7-dioxo-1,2,3,4,5,6,7,9,11,12,13,15,16,17-tetradecahydro-cyclopenta[a]phenanthrene-10-carbaldehyde (908255-79-8)

Guidance literature:

Multi-step reaction with 4 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

4: 90 percent / morpholine / Pd(PPh₃)4 / tetrahydrofuran / 2 h / Heating

With morpholine; pyridine; potassium hydride; sodium hydride; caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1021/jo0608725

Reference yield:

(S)-4-(Dimethyl-phenyl-silanyl)-5,5-dimethyl-2-oxo-cyclohexanecarbaldehyde (908255-64-1) → (3S,5S,9S,10R,13R,17R)-3-(Dimethyl-phenyl-silanyl)-17-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-4,4,13-trimethyl-1,7-dioxo-1,2,3,4,5,6,7,9,11,12,13,15,16,17-tetradecahydro-cyclopenta[a]phenanthrene-10-carbaldehyde (908255-79-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 16 percent / pyridine / CH₂Cl₂ / 0.25 h / 0 °C

2: 55 percent / Cs₂CO₃ / acetonitrile / 6 h / 20 °C

3: 90 percent / morpholine / Pd(PPh₃)4 / tetrahydrofuran / 2 h / Heating

With morpholine; pyridine; caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1021/jo0608725

upstream raw materials:

(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

(S)-2-((1R,7aR)-7a-Methyl-2,3,5,6,7,7a-hexahydro-1H-inden-1-yl)-propan-1-ol

(S)-3-(Dimethyl-phenyl-silanyl)-4,4-dimethyl-cyclohexanone

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

Downstream raw materials:

C₄₄H₆₀O₅S₄Si

(1S,3S,5S,9R,10R,13R,17R)-3-(Dimethyl-phenyl-silanyl)-1-hydroxy-10-hydroxymethyl-17-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-4,4,13-trimethyl-1,2,3,4,5,6,9,10,11,12,13,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-7-one

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