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

Base Information

Chemical Name:(2S,5S,9S)-1-(benzyloxy)-9-(tert-butyldimethylsilyloxy)-2-methyldec-6-yn-5-ol
CAS No.:1267597-34-1
Molecular Formula:C₂₄H₄₀O₃Si
Molecular Weight:404.665
Hs Code.:

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

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Chemical Property of (2S,5S,9S)-1-(benzyloxy)-9-(tert-butyldimethylsilyloxy)-2-methyldec-6-yn-5-ol

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Technology Process of (2S,5S,9S)-1-(benzyloxy)-9-(tert-butyldimethylsilyloxy)-2-methyldec-6-yn-5-ol

There total 8 articles about (2S,5S,9S)-1-(benzyloxy)-9-(tert-butyldimethylsilyloxy)-2-methyldec-6-yn-5-ol 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: 59.0%

: 150406-35-2
(S)-tert-butyldimethyl(pent-4-yn-2-yloxy)silane

: 180692-68-6
(S)-5-(phenylmethoxy)-4-methylpentanal

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

Guidance literature:: (S)-tert-butyldimethyl(pent-4-yn-2-yloxy)silane; With zinc trifluoromethanesulfonate; triethylamine; N-methyl ephedrine; In toluene; at 20 ℃; Inert atmosphere;

(S)-5-(phenylmethoxy)-4-methylpentanal; In toluene; at 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

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

Guidance literature:: Multi-step reaction with 2 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

With zinc trifluoromethanesulfonate; potassium carbonate; triethylamine; N-methyl ephedrine; In methanol; toluene;
DOI:10.1002/chem.201001752

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 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

With oxalyl dichloride; zinc trifluoromethanesulfonate; dimethyl sulfoxide; triethylamine; N-methyl ephedrine; In dichloromethane; toluene; 1.1: Swern oxidation / 1.2: Swern oxidation;
DOI:10.1002/chem.201001752