acetic acid 17-(tert-butyl-diphenyl-silanyloxymethyl)-4,14-dihydroxy-13-methyl-1,7-dioxo-10-(2-trimethylsilanyl-ethoxymethoxymethyl)-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-11-yl ester

Base Information

Chemical Name:acetic acid 17-(tert-butyl-diphenyl-silanyloxymethyl)-4,14-dihydroxy-13-methyl-1,7-dioxo-10-(2-trimethylsilanyl-ethoxymethoxymethyl)-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-11-yl ester
CAS No.:872525-89-8
Molecular Formula:C₄₄H₆₂O₉Si₂
Molecular Weight:791.142
Hs Code.:

acetic acid 17-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-4,14-dihydroxy-13-methyl-1,7-dioxo-10-(2-trimethylsilanyl-ethoxymethoxymethyl)-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1<i>H</i>-cyclopenta[<i>a</i>]phenanthren-11-yl ester

Synonyms:acetic acid 17-(tert-butyl-diphenyl-silanyloxymethyl)-4,14-dihydroxy-13-methyl-1,7-dioxo-10-(2-trimethylsilanyl-ethoxymethoxymethyl)-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-11-yl ester

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Chemical Property of acetic acid 17-(tert-butyl-diphenyl-silanyloxymethyl)-4,14-dihydroxy-13-methyl-1,7-dioxo-10-(2-trimethylsilanyl-ethoxymethoxymethyl)-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-11-yl ester

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Technology Process of acetic acid 17-(tert-butyl-diphenyl-silanyloxymethyl)-4,14-dihydroxy-13-methyl-1,7-dioxo-10-(2-trimethylsilanyl-ethoxymethoxymethyl)-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-11-yl ester

There total 14 articles about acetic acid 17-(tert-butyl-diphenyl-silanyloxymethyl)-4,14-dihydroxy-13-methyl-1,7-dioxo-10-(2-trimethylsilanyl-ethoxymethoxymethyl)-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-11-yl 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: 28.0%

: 872525-87-6
Acetic acid (R)-2-[(1R,2S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-1-methyl-5-oxo-cyclopentyl]-1-[(3aS,5aR,6S,9aS,9bR)-2,2-dimethyl-5,8-dioxo-5a-(2-trimethylsilanyl-ethoxymethoxymethyl)-decahydro-naphtho[1,2-d][1,3]dioxol-6-yl]-ethyl ester

: 872525-89-8
acetic acid 17-(tert-butyl-diphenyl-silanyloxymethyl)-4,14-dihydroxy-13-methyl-1,7-dioxo-10-(2-trimethylsilanyl-ethoxymethoxymethyl)-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-11-yl ester

Guidance literature:: With potassium hexamethylsilazane; In tetrahydrofuran; toluene; for 0.5h; Heating;
DOI:10.1139/v05-042

Reference yield:

: 872525-98-9
(3aR,7aS)-2,2-Dimethyl-6-oxo-3a,6,7,7a-tetrahydro-benzo[1,3]dioxole-5-carbaldehyde

: 872525-89-8
acetic acid 17-(tert-butyl-diphenyl-silanyloxymethyl)-4,14-dihydroxy-13-methyl-1,7-dioxo-10-(2-trimethylsilanyl-ethoxymethoxymethyl)-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-11-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 77 percent / cesium carbonate / CH₂Cl₂ / 2 h / 20 °C

2: 86 percent / morpholine / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 0.08 h / 20 °C

3: 99 percent / LiAlH[OC(C₂H₅)3]3 / tetrahydrofuran / 1 h / 0 °C

4: 71 percent / diisopropylethylamine / CH₂Cl₂ / 16 h / 20 °C

5: 28 percent / potassium hexamethyldisilazide / tetrahydrofuran; toluene / 0.5 h / Heating

With morpholine; lithium tris[(3-ethyl-3-pentyl)oxy]aluminohydride; potassium hexamethylsilazane; caesium carbonate; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; toluene; 5: aldol condensation;
DOI:10.1139/v05-042

Reference yield:

: 872525-77-4
2-(5-formyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-N-methoxy-N-methyl-acetamide

: 872525-89-8
acetic acid 17-(tert-butyl-diphenyl-silanyloxymethyl)-4,14-dihydroxy-13-methyl-1,7-dioxo-10-(2-trimethylsilanyl-ethoxymethoxymethyl)-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-11-yl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: 3.00 g / tetrahydrofuran; toluene / 1 h / 0 °C

2.1: 92 percent / diisobutylaluminum hydride / tetrahydrofuran; toluene / 1 h / -78 °C

3.1: t-butyllithium / diethyl ether; pentane / 4 h / 0 °C

3.2: 98 percent / diethyl ether; pentane / 0.5 h / 0 °C

4.1: 73 percent / Grubb's second generation catalyst / CH₂Cl₂ / 40 °C

5.1: 80 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

6.1: 77 percent / cesium carbonate / CH₂Cl₂ / 2 h / 20 °C

7.1: 86 percent / morpholine / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 0.08 h / 20 °C

8.1: 99 percent / LiAlH[OC(C₂H₅)3]3 / tetrahydrofuran / 1 h / 0 °C

9.1: 71 percent / diisopropylethylamine / CH₂Cl₂ / 16 h / 20 °C

10.1: 28 percent / potassium hexamethyldisilazide / tetrahydrofuran; toluene / 0.5 h / Heating

With morpholine; lithium tris[(3-ethyl-3-pentyl)oxy]aluminohydride; tert.-butyl lithium; potassium hexamethylsilazane; diisobutylaluminium hydride; caesium carbonate; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; pentane; 1.1: Wittig reaction / 10.1: aldol condensation;
DOI:10.1139/v05-042