(2R,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2-((E)-2-iodo-1-methyl-vinyl)-5-methyl-[1,3]dioxan-4-one

Base Information

Chemical Name:(2R,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2-((E)-2-iodo-1-methyl-vinyl)-5-methyl-[1,3]dioxan-4-one
CAS No.:867033-53-2
Molecular Formula:C₂₆H₃₃IO₄Si
Molecular Weight:564.536
Hs Code.:

Synonyms:(2R,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2-((E)-2-iodo-1-methyl-vinyl)-5-methyl-[1,3]dioxan-4-one

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Chemical Property of (2R,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2-((E)-2-iodo-1-methyl-vinyl)-5-methyl-[1,3]dioxan-4-one

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Technology Process of (2R,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2-((E)-2-iodo-1-methyl-vinyl)-5-methyl-[1,3]dioxan-4-one

There total 2 articles about (2R,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2-((E)-2-iodo-1-methyl-vinyl)-5-methyl-[1,3]dioxan-4-one 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:

: C₂₅H₃₈O₄Si₂

: 106484-89-3
(E)-3-iodo-2-methylprop-2-enal

: 867033-53-2
(2R,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2-((E)-2-iodo-1-methyl-vinyl)-5-methyl-[1,3]dioxan-4-one

Guidance literature:: C₂₅H₃₈O₄Si₂; (E)-3-iodo-2-methylprop-2-enal; With 2,6-di-tert-butyl-4-methylpyridine; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 ℃; for 0.5h;

With trifluorormethanesulfonic acid; In dichloromethane; at -78 ℃; for 2h;

With pyridine; In dichloromethane; at 20 ℃;

Reference yield:

: 112897-03-7
3-(tert-butyldiphenylsilyloxy)-1-propanal

: 867033-53-2
(2R,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2-((E)-2-iodo-1-methyl-vinyl)-5-methyl-[1,3]dioxan-4-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: Bu₂BOTf; DIPEA

1.2: 90 percent / LiOH; H₂O₂ / 0 °C

2.1: HMDS / CH₂Cl₂ / 24 h / 20 °C

2.2: TMSOTf; TfOH; 2,6-DTBMP / CH₂Cl₂ / 2 h / -78 °C

With di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; 1,1,1,3,3,3-hexamethyl-disilazane; In dichloromethane;
DOI:10.1021/ol051584i