[3-((2R,5S,6R)-6-But-3-enyl-5-methoxy-tetrahydro-pyran-2-yl)-propoxy]-tert-butyl-diphenyl-silane

Base Information

Chemical Name:[3-((2R,5S,6R)-6-But-3-enyl-5-methoxy-tetrahydro-pyran-2-yl)-propoxy]-tert-butyl-diphenyl-silane
CAS No.:180478-14-2
Molecular Formula:C₂₉H₄₂O₃Si
Molecular Weight:466.736
Hs Code.:

Synonyms:[3-((2R,5S,6R)-6-But-3-enyl-5-methoxy-tetrahydro-pyran-2-yl)-propoxy]-tert-butyl-diphenyl-silane

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Chemical Property of [3-((2R,5S,6R)-6-But-3-enyl-5-methoxy-tetrahydro-pyran-2-yl)-propoxy]-tert-butyl-diphenyl-silane

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Technology Process of [3-((2R,5S,6R)-6-But-3-enyl-5-methoxy-tetrahydro-pyran-2-yl)-propoxy]-tert-butyl-diphenyl-silane

There total 5 articles about [3-((2R,5S,6R)-6-But-3-enyl-5-methoxy-tetrahydro-pyran-2-yl)-propoxy]-tert-butyl-diphenyl-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: 73.0%

: 77-78-1
dimethyl sulfate

: 180478-13-1
(2R,3S,6R)-2-But-3-enyl-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-3-ol

: 180478-14-2
[3-((2R,5S,6R)-6-But-3-enyl-5-methoxy-tetrahydro-pyran-2-yl)-propoxy]-tert-butyl-diphenyl-silane

Guidance literature:: With potassium hydroxide; In acetone; at 30 - 50 ℃; for 4h;
DOI:10.1016/0957-4166(96)00227-3

Reference yield:

: 122490-45-3
(4aR,6R,8aS)-4,4a,6,8a-Tetrahydro-6-[3-(tert-butyldiphenylsiloxy)propyl]-2,2-dimethylpyrano[3,2-d]-m-dioxin

: 180478-14-2
[3-((2R,5S,6R)-6-But-3-enyl-5-methoxy-tetrahydro-pyran-2-yl)-propoxy]-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / H₂ / Pd(OH)2/C / ethyl acetate

2: 88 percent / Amberlyst-15(H+ form) / methanol / 1 h / Ambient temperature

3: 88 percent / pyridine / 4 h / 0 °C

4: 80 percent / diethyl ether / 1.) 0 deg C, 3 h, 2.) room temp., 1 h

5: 73 percent / NaOH / acetone / 4 h / 50 °C

With sodium hydroxide; Amberlyst-15(H+ form); hydrogen; palladium dihydroxide; In pyridine; methanol; diethyl ether; ethyl acetate; acetone;
DOI:10.1021/jo972023a

Reference yield:

: 180478-11-9
(2R,3S,6R)-6-[3-(tert-Butyl-diphenyl-silanyloxy)-propyl]-2-hydroxymethyl-tetrahydro-pyran-3-ol

: 180478-14-2
[3-((2R,5S,6R)-6-But-3-enyl-5-methoxy-tetrahydro-pyran-2-yl)-propoxy]-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / pyridine / 4 h / 0 °C

2: 80 percent / diethyl ether / 1.) 0 deg C, 3 h, 2.) room temp., 1 h

3: 73 percent / NaOH / acetone / 4 h / 50 °C

With sodium hydroxide; In pyridine; diethyl ether; acetone;
DOI:10.1021/jo972023a