[(2S,6S,9S)-10-(benzyloxy)-6-(methoxymethoxy)-9-methyldec-4-yn-2-yloxy](tert-butyl)dimethylsilane

Base Information

Chemical Name:[(2S,6S,9S)-10-(benzyloxy)-6-(methoxymethoxy)-9-methyldec-4-yn-2-yloxy](tert-butyl)dimethylsilane
CAS No.:1267597-35-2
Molecular Formula:C₂₆H₄₄O₄Si
Molecular Weight:448.718
Hs Code.:

Synonyms:[(2S,6S,9S)-10-(benzyloxy)-6-(methoxymethoxy)-9-methyldec-4-yn-2-yloxy](tert-butyl)dimethylsilane

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Chemical Property of [(2S,6S,9S)-10-(benzyloxy)-6-(methoxymethoxy)-9-methyldec-4-yn-2-yloxy](tert-butyl)dimethylsilane

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Technology Process of [(2S,6S,9S)-10-(benzyloxy)-6-(methoxymethoxy)-9-methyldec-4-yn-2-yloxy](tert-butyl)dimethylsilane

There total 10 articles about [(2S,6S,9S)-10-(benzyloxy)-6-(methoxymethoxy)-9-methyldec-4-yn-2-yloxy](tert-butyl)dimethylsilane 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: 94.0%

: 1267597-34-1
(2S,5S,9S)-1-(benzyloxy)-9-(tert-butyldimethylsilyloxy)-2-methyldec-6-yn-5-ol

: 150587-19-2
methoxymethoxy chloride

: 1267597-35-2
[(2S,6S,9S)-10-(benzyloxy)-6-(methoxymethoxy)-9-methyldec-4-yn-2-yloxy](tert-butyl)dimethylsilane

Guidance literature:: With tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1002/chem.201001752

Reference yield:

: 1251854-69-9
(S)-tert-butyldimethyl((5-(trimethylsilyl)pent-4-yn-2-yl)oxy)silane

: 1267597-35-2
[(2S,6S,9S)-10-(benzyloxy)-6-(methoxymethoxy)-9-methyldec-4-yn-2-yloxy](tert-butyl)dimethylsilane

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium carbonate / methanol / 2 h / 20 °C / Inert atmosphere

2.1: zinc trifluoromethanesulfonate; triethylamine; N-methyl ephedrine / toluene / 20 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

With tetra-(n-butyl)ammonium iodide; zinc trifluoromethanesulfonate; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; N-methyl ephedrine; In methanol; dichloromethane; toluene;
DOI:10.1002/chem.201001752

Reference yield:

: 887706-39-0
(S)-5-(benzyloxy)-4-methylpentan-1-ol

: 1267597-35-2
[(2S,6S,9S)-10-(benzyloxy)-6-(methoxymethoxy)-9-methyldec-4-yn-2-yloxy](tert-butyl)dimethylsilane

Guidance literature:: Multi-step reaction with 3 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -90 °C / Inert atmosphere

1.2: -90 - 20 °C / Inert atmosphere

2.1: zinc trifluoromethanesulfonate; triethylamine; N-methyl ephedrine / toluene / 20 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

With oxalyl dichloride; tetra-(n-butyl)ammonium iodide; zinc trifluoromethanesulfonate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; N-methyl ephedrine; In dichloromethane; toluene; 1.1: Swern oxidation / 1.2: Swern oxidation;
DOI:10.1002/chem.201001752