(2S,4S,5R)-4-[(E)-(1S,2S,5R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-6-(tert-butyl-diphenyl-silanyloxy)-3,5-dimethyl-2-triethylsilanyloxy-hex-3-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

Base Information

Chemical Name:(2S,4S,5R)-4-[(E)-(1S,2S,5R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-6-(tert-butyl-diphenyl-silanyloxy)-3,5-dimethyl-2-triethylsilanyloxy-hex-3-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane
CAS No.:903558-94-1
Molecular Formula:C₄₉H₇₈O₆Si₃
Molecular Weight:847.411
Hs Code.:

(2S,4S,5R)-4-[(E)-(1S,2S,5R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-6-(tert-butyl-diphenyl-silanyloxy)-3,5-dimethyl-2-triethylsilanyloxy-hex-3-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

Synonyms:(2S,4S,5R)-4-[(E)-(1S,2S,5R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-6-(tert-butyl-diphenyl-silanyloxy)-3,5-dimethyl-2-triethylsilanyloxy-hex-3-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

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Chemical Property of (2S,4S,5R)-4-[(E)-(1S,2S,5R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-6-(tert-butyl-diphenyl-silanyloxy)-3,5-dimethyl-2-triethylsilanyloxy-hex-3-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

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Technology Process of (2S,4S,5R)-4-[(E)-(1S,2S,5R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-6-(tert-butyl-diphenyl-silanyloxy)-3,5-dimethyl-2-triethylsilanyloxy-hex-3-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

There total 1 articles about (2S,4S,5R)-4-[(E)-(1S,2S,5R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-6-(tert-butyl-diphenyl-silanyloxy)-3,5-dimethyl-2-triethylsilanyloxy-hex-3-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane 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: 91.0%

: 994-30-9
triethylsilyl chloride

: 346708-27-8
(E)-(2R,3S,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-2-[(2S,4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-4,6-dimethyl-hept-4-en-3-ol

: 903558-94-1
(2S,4S,5R)-4-[(E)-(1S,2S,5R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-6-(tert-butyl-diphenyl-silanyloxy)-3,5-dimethyl-2-triethylsilanyloxy-hex-3-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

Guidance literature:: With 1H-imidazole; In dichloromethane; at 0 - 20 ℃;
DOI:10.1016/j.tetlet.2006.04.044

Reference yield: 74.0%

: 903558-94-1
(2S,4S,5R)-4-[(E)-(1S,2S,5R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-6-(tert-butyl-diphenyl-silanyloxy)-3,5-dimethyl-2-triethylsilanyloxy-hex-3-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

: 903558-95-2
(E)-(2R,5S,6S)-7-(tert-Butyl-dimethyl-silanyloxy)-6-[(2S,4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2,4-dimethyl-5-triethylsilanyloxy-hept-3-en-1-ol

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 20 ℃;
DOI:10.1016/j.tetlet.2006.04.044

Reference yield:

: 903558-94-1
(2S,4S,5R)-4-[(E)-(1S,2S,5R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-6-(tert-butyl-diphenyl-silanyloxy)-3,5-dimethyl-2-triethylsilanyloxy-hex-3-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

: 903558-97-4
(6E,9Z)-(2R,3S,4S,5S,8S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-2,6,8-trimethyl-5-triethylsilanyloxy-undeca-6,9-dien-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 74 percent / TBAF; AcOH / tetrahydrofuran / 20 °C

2.1: Dess-Martin reagent; pyridine / CH₂Cl₂ / 0 °C

3.1: t-BuOK / tetrahydrofuran / 0 °C

3.2: tetrahydrofuran / -78 - 20 °C

4.1: 84 percent / DIBAL-H / CH₂Cl₂ / -78 - 0 °C

With pyridine; potassium tert-butylate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; Dess-Martin periodane; acetic acid; In tetrahydrofuran; dichloromethane; 2.1: Dess-Martin oxidation;
DOI:10.1016/j.tetlet.2006.04.044