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

Base Information

Chemical Name: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
CAS No.:872525-87-6
Molecular Formula:C₄₇H₆₈O₁₀Si₂
Molecular Weight:849.222
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 13 articles about 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 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: 71.0%

: 872525-86-5
Acetic acid (R)-2-[(1R,2S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-1-methyl-5-oxo-cyclopentyl]-1-((3aS,5aR,6S,9aS,9bR)-5a-hydroxymethyl-2,2-dimethyl-5,8-dioxo-decahydro-naphtho[1,2-d][1,3]dioxol-6-yl)-ethyl ester

: 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride

: 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

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 16h;
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

: 872525-87-6
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

Guidance literature:: Multi-step reaction with 4 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

With morpholine; lithium tris[(3-ethyl-3-pentyl)oxy]aluminohydride; caesium carbonate; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane;
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

: 872525-87-6
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

Guidance literature:: Multi-step reaction with 9 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

With morpholine; lithium tris[(3-ethyl-3-pentyl)oxy]aluminohydride; tert.-butyl lithium; 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;
DOI:10.1139/v05-042