[(1S,4S)-1-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-4-methyl-hex-5-enyloxy]-tert-butyl-dimethyl-silane

Base Information

Chemical Name:[(1S,4S)-1-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-4-methyl-hex-5-enyloxy]-tert-butyl-dimethyl-silane
CAS No.:168333-93-5
Molecular Formula:C₂₂H₃₈O₃SSi
Molecular Weight:410.693
Hs Code.:

Synonyms:[(1S,4S)-1-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-4-methyl-hex-5-enyloxy]-tert-butyl-dimethyl-silane

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Chemical Property of [(1S,4S)-1-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-4-methyl-hex-5-enyloxy]-tert-butyl-dimethyl-silane

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Technology Process of [(1S,4S)-1-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-4-methyl-hex-5-enyloxy]-tert-butyl-dimethyl-silane

There total 10 articles about [(1S,4S)-1-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-4-methyl-hex-5-enyloxy]-tert-butyl-dimethyl-silane 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: 89.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 168608-74-0
(2S,3S,6S)-1-Benzenesulfonyl-2,6-dimethyl-oct-7-en-3-ol

: 168333-93-5
[(1S,4S)-1-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-4-methyl-hex-5-enyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; for 24h; Ambient temperature;
DOI:10.1016/S0040-4020(97)00229-9

Reference yield:

: 168333-88-8
(2S,3S,6R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methyl-6-((Z)-2-phenylsulfanyl-2-triethylsilanyl-vinyl)-tetrahydro-pyran

: 168333-93-5
[(1S,4S)-1-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-4-methyl-hex-5-enyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1: 94 percent / MCPBA, Na₂HPO₄ / CH₂Cl₂ / 3 h / 0 °C

2: 1.) LiBr, 2.) tetrabutylammonium fluoride / 1.) hexane, ether, -78 deg C, 20 min, 2.) THF, room temperature, 1.5 h.

3: 94 percent / methyltriphenoxyphosphonium iodide / dimethylformamide / 0.5 h / Ambient temperature

4: 88 percent / Zn, Py / aq. ethanol / 0.5 h / 70 °C

5: 94 percent / diethyl azodicarboxylate, Ph₃P / tetrahydrofuran / 24 h / 0 °C

6: 99 percent / NaOMe / methanol / 12 h / Ambient temperature

7: 89 percent / 2,6-lutidine / CH₂Cl₂ / 24 h / Ambient temperature

With pyridine; 2,6-dimethylpyridine; disodium hydrogenphosphate; tetrabutyl ammonium fluoride; methyltriphenoxyphosphonium iodide; sodium methylate; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; lithium bromide; zinc; diethylazodicarboxylate; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(97)00229-9

Reference yield:

: Acetic acid (2S,3S,6R)-3-methyl-6-phenylsulfanylethynyl-tetrahydro-pyran-2-ylmethyl ester

: 168333-93-5
[(1S,4S)-1-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-4-methyl-hex-5-enyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 10 steps

1: 72 percent / Na₂PtCl₆*6H₂O, Et₃N / butan-1-ol; propan-2-ol / 1 h / 110 °C

2: 98 percent / NaOMe / methanol / 2 h / 0 °C

3: 98 percent / imidazole / dimethylformamide / 5 h / Ambient temperature

4: 94 percent / MCPBA, Na₂HPO₄ / CH₂Cl₂ / 3 h / 0 °C

5: 1.) LiBr, 2.) tetrabutylammonium fluoride / 1.) hexane, ether, -78 deg C, 20 min, 2.) THF, room temperature, 1.5 h.

6: 94 percent / methyltriphenoxyphosphonium iodide / dimethylformamide / 0.5 h / Ambient temperature

7: 88 percent / Zn, Py / aq. ethanol / 0.5 h / 70 °C

8: 94 percent / diethyl azodicarboxylate, Ph₃P / tetrahydrofuran / 24 h / 0 °C

9: 99 percent / NaOMe / methanol / 12 h / Ambient temperature

10: 89 percent / 2,6-lutidine / CH₂Cl₂ / 24 h / Ambient temperature

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; sodium hexachloroplatinate; disodium hydrogenphosphate; tetrabutyl ammonium fluoride; methyltriphenoxyphosphonium iodide; sodium methylate; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; lithium bromide; zinc; diethylazodicarboxylate; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; butan-1-ol;
DOI:10.1016/S0040-4020(97)00229-9