(3R,7R)-5-(tert-butyldimethylsilyloxy)-3,7-bis(dimethylphenylsilyl)nonane-1,9-diyl bis(2,2-dimethylpropanoate)

Base Information

Chemical Name:(3R,7R)-5-(tert-butyldimethylsilyloxy)-3,7-bis(dimethylphenylsilyl)nonane-1,9-diyl bis(2,2-dimethylpropanoate)
CAS No.:1372869-88-9
Molecular Formula:C₄₁H₇₀O₅Si₃
Molecular Weight:727.26
Hs Code.:

Synonyms:(3R,7R)-5-(tert-butyldimethylsilyloxy)-3,7-bis(dimethylphenylsilyl)nonane-1,9-diyl bis(2,2-dimethylpropanoate)

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Chemical Property of (3R,7R)-5-(tert-butyldimethylsilyloxy)-3,7-bis(dimethylphenylsilyl)nonane-1,9-diyl bis(2,2-dimethylpropanoate)

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Technology Process of (3R,7R)-5-(tert-butyldimethylsilyloxy)-3,7-bis(dimethylphenylsilyl)nonane-1,9-diyl bis(2,2-dimethylpropanoate)

There total 7 articles about (3R,7R)-5-(tert-butyldimethylsilyloxy)-3,7-bis(dimethylphenylsilyl)nonane-1,9-diyl bis(2,2-dimethylpropanoate) 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: 95.0%

: 1372870-08-0
(3R,7R)-5-(tert-butyldimethylsilyloxy)-3,7-bis(dimethylphenylsilyl)nonane-1,9-diol

: 3282-30-2
pivaloyl chloride

: 1372869-88-9
(3R,7R)-5-(tert-butyldimethylsilyloxy)-3,7-bis(dimethylphenylsilyl)nonane-1,9-diyl bis(2,2-dimethylpropanoate)

Guidance literature:: With pyridine; dmap; In dichloromethane; at 0 ℃; for 3h; Inert atmosphere;
DOI:10.1021/ol300832f

Reference yield:

: 1372869-97-0
1,7-bis(trimethylsilyl)-4-(tert-butyldimethylsilyloxy)hepta-1,6-diyne

: 1372869-88-9
(3R,7R)-5-(tert-butyldimethylsilyloxy)-3,7-bis(dimethylphenylsilyl)nonane-1,9-diyl bis(2,2-dimethylpropanoate)

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / methanol / 3 h / 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

2.2: 3 h / -78 - 20 °C / Inert atmosphere

3.1: quinoline; 5% Pd/CaCO3 / 1-hexene / 0.08 h / Inert atmosphere

4.1: bis(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); triethylamine / 1,4-dioxane; water / 45 °C / Inert atmosphere

5.1: diisobutylaluminium hydride / tetrahydrofuran; hexane / 10 h / -78 - 0 °C / Inert atmosphere

6.1: pyridine; dmap / dichloromethane / 3 h / 0 °C / Inert atmosphere

With pyridine; quinoline; dmap; bis(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate; n-butyllithium; 5% Pd/CaCO3; diisobutylaluminium hydride; potassium carbonate; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; 1-hexene; hexane; dichloromethane; water;
DOI:10.1021/ol300832f

Reference yield:

: 1372869-81-2
(3S,7S)-diethyl 5-(tert-butyldimethylsilyloxy)-3,7-bis(dimethylphenylsilyl)nonanedioate

: 1372869-88-9
(3R,7R)-5-(tert-butyldimethylsilyloxy)-3,7-bis(dimethylphenylsilyl)nonane-1,9-diyl bis(2,2-dimethylpropanoate)

Guidance literature:: Multi-step reaction with 2 steps

1: diisobutylaluminium hydride / tetrahydrofuran; hexane / 10 h / -78 - 0 °C / Inert atmosphere

2: pyridine; dmap / dichloromethane / 3 h / 0 °C / Inert atmosphere

With pyridine; dmap; diisobutylaluminium hydride; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ol300832f