(2R,3R,5S,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-chloro-2-(2,2-dibromo-ethyl)-tetrahydro-pyran-3-ol

Base Information

Chemical Name:(2R,3R,5S,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-chloro-2-(2,2-dibromo-ethyl)-tetrahydro-pyran-3-ol
CAS No.:165545-47-1
Molecular Formula:C₂₅H₃₃Br₂ClO₃Si
Molecular Weight:604.882
Hs Code.:

Synonyms:(2R,3R,5S,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-chloro-2-(2,2-dibromo-ethyl)-tetrahydro-pyran-3-ol

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Chemical Property of (2R,3R,5S,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-chloro-2-(2,2-dibromo-ethyl)-tetrahydro-pyran-3-ol

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Technology Process of (2R,3R,5S,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-chloro-2-(2,2-dibromo-ethyl)-tetrahydro-pyran-3-ol

There total 1 articles about (2R,3R,5S,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-chloro-2-(2,2-dibromo-ethyl)-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: 93.0%

: 165545-46-0
{2-[(2S,3S,5R,6R)-5-Benzyloxy-3-chloro-6-(2,2-dibromo-ethyl)-tetrahydro-pyran-2-yl]-ethoxy}-tert-butyl-diphenyl-silane

: 165545-47-1
(2R,3R,5S,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-chloro-2-(2,2-dibromo-ethyl)-tetrahydro-pyran-3-ol

Guidance literature:: With boron trichloride;
DOI:10.1021/ja00135a021

Reference yield: 95.0%

: 922-67-8
propynoic acid methyl ester

: 165545-47-1
(2R,3R,5S,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-chloro-2-(2,2-dibromo-ethyl)-tetrahydro-pyran-3-ol

: 165545-48-2
(E)-3-[(2R,3R,5S,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-chloro-2-(2,2-dibromo-ethyl)-tetrahydro-pyran-3-yloxy]-acrylic acid methyl ester

Guidance literature:: With 4-methyl-morpholine;
DOI:10.1021/ja00135a021

Reference yield:

: 165545-47-1
(2R,3R,5S,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-chloro-2-(2,2-dibromo-ethyl)-tetrahydro-pyran-3-ol

: 2-{(2S,3R,4aR,6S,7S,8aR)-3-Bromo-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-7-chloro-octahydro-pyrano[3,2-b]pyran-2-yl}-ethanol

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / NMM

2: 75 percent / Bu₃SnH, AIBN / benzene / Heating

3: LiAlH₄

With 4-methyl-morpholine; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene;
DOI:10.1021/ja00135a021