(5S,6E)-8-[(tert-butyldiphenylsilanyl)oxy]-2,6-dimethyloct-6-ene-2,5-diol

Base Information

Chemical Name:(5S,6E)-8-[(tert-butyldiphenylsilanyl)oxy]-2,6-dimethyloct-6-ene-2,5-diol
CAS No.:1285628-23-0
Molecular Formula:C₂₆H₃₈O₃Si
Molecular Weight:426.671
Hs Code.:

Synonyms:(5S,6E)-8-[(tert-butyldiphenylsilanyl)oxy]-2,6-dimethyloct-6-ene-2,5-diol

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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 (5S,6E)-8-[(tert-butyldiphenylsilanyl)oxy]-2,6-dimethyloct-6-ene-2,5-diol

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Technology Process of (5S,6E)-8-[(tert-butyldiphenylsilanyl)oxy]-2,6-dimethyloct-6-ene-2,5-diol

There total 5 articles about (5S,6E)-8-[(tert-butyldiphenylsilanyl)oxy]-2,6-dimethyloct-6-ene-2,5-diol 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: 77.0%

: 1285628-22-9
(2S,3E)-5-[(tert-butyldiphenylsilanyl)oxy]-1-(3,3-dimethyloxiran-2-yl)-3-methylpent-3-en-2-yl acetate

: 1285628-23-0
(5S,6E)-8-[(tert-butyldiphenylsilanyl)oxy]-2,6-dimethyloct-6-ene-2,5-diol

Guidance literature:: With lithium triethylborohydride; In tetrahydrofuran; at 0 ℃; for 2h; regioselective reaction; Inert atmosphere; Reflux;
DOI:10.1002/ejoc.201001315

Reference yield:

: 1068574-72-0
(2E,4S)-1-(tert-butyldiphenylsilanyloxy)-3,7-dimethylocta-2,6-dien-4-ol

: 1285628-23-0
(5S,6E)-8-[(tert-butyldiphenylsilanyl)oxy]-2,6-dimethyloct-6-ene-2,5-diol

Guidance literature:: Multi-step reaction with 3 steps

1: dmap; triethylamine / dichloromethane / 17 h / 20 °C

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane; water / 3 h / 0 °C

3: lithium triethylborohydride / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere; Reflux

With dmap; lithium triethylborohydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water;
DOI:10.1002/ejoc.201001315

Reference yield:

: 1068574-67-3
(2E,4S)-1-(tert-butyldiphenylsilyloxy)-3,7-dimethylocta-2,6-dien-4-yl acetate

: 1285628-23-0
(5S,6E)-8-[(tert-butyldiphenylsilanyl)oxy]-2,6-dimethyloct-6-ene-2,5-diol

Guidance literature:: Multi-step reaction with 2 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane; water / 3 h / 0 °C

2: lithium triethylborohydride / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere; Reflux

With lithium triethylborohydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water;
DOI:10.1002/ejoc.201001315