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

Base Information

Chemical Name:(2R,3S,6R)-2-But-3-enyl-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-3-ol
CAS No.:180478-13-1
Molecular Formula:C₂₈H₄₀O₃Si
Molecular Weight:452.709
Hs Code.:

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

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Chemical Property of (2R,3S,6R)-2-But-3-enyl-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-3-ol

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Technology Process of (2R,3S,6R)-2-But-3-enyl-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-3-ol

There total 4 articles about (2R,3S,6R)-2-But-3-enyl-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-3-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: 80.0%

: 180478-12-0
Toluene-4-sulfonic acid (2R,3S,6R)-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-hydroxy-tetrahydro-pyran-2-ylmethyl ester

: 1730-25-2
allylmagnesium bromide

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

Guidance literature:: In diethyl ether; at 0 - 20 ℃; 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

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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 122490-76-0
tert-Butyl-[3-((4aR,6R,8aS)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-propoxy]-diphenyl-silane

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

Guidance literature:: Multi-step reaction with 3 steps

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

2: 88 percent / pyridine / 4 h / 0 °C

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

With Amberlyst-15(H+ form); In pyridine; methanol; diethyl ether;
DOI:10.1021/jo972023a