(3S,7S)-diethyl 5-(tert-butyldimethylsilyloxy)-3,7-bis(dimethylphenylsilyl)nonanedioate

Base Information

Chemical Name:(3S,7S)-diethyl 5-(tert-butyldimethylsilyloxy)-3,7-bis(dimethylphenylsilyl)nonanedioate
CAS No.:1372869-81-2
Molecular Formula:C₃₅H₅₈O₅Si₃
Molecular Weight:643.099
Hs Code.:

Synonyms:(3S,7S)-diethyl 5-(tert-butyldimethylsilyloxy)-3,7-bis(dimethylphenylsilyl)nonanedioate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S,7S)-diethyl 5-(tert-butyldimethylsilyloxy)-3,7-bis(dimethylphenylsilyl)nonanedioate

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Technology Process of (3S,7S)-diethyl 5-(tert-butyldimethylsilyloxy)-3,7-bis(dimethylphenylsilyl)nonanedioate

There total 5 articles about (3S,7S)-diethyl 5-(tert-butyldimethylsilyloxy)-3,7-bis(dimethylphenylsilyl)nonanedioate 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: 60.0%

: 1372869-80-1
(Z,Z)-diethyl 5-(tert-butyldimethylsilyloxy)nona-2,7-dienedioate

: 185990-03-8
dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane

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

Guidance literature:: With bis(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); triethylamine; In 1,4-dioxane; water; at 45 ℃; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ol300832f

Reference yield:

: 1372869-98-1
diethyl 5-(tert-butyldimethylsilyloxy)nona-2,7-diynedioate

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

With quinoline; bis(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate; 5% Pd/CaCO3; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); triethylamine; In 1,4-dioxane; 1-hexene; water;
DOI:10.1021/ol300832f

Reference yield:

: 1372869-96-9
1,7-bis(trimethylsilyl)hepta-1,6-diyn-4-ol

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

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1H-imidazole / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

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

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

3.2: 3 h / -78 - 20 °C / Inert atmosphere

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

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

With 1H-imidazole; quinoline; bis(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate; n-butyllithium; 5% Pd/CaCO3; 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