[(S)-1-Benzenesulfinylmethyl-2-((4R,5S)-5-bromo-2,2-dimethyl-[1,3]dioxan-4-yl)-ethoxy]-tert-butyl-diphenyl-silane

Base Information

Chemical Name:[(S)-1-Benzenesulfinylmethyl-2-((4R,5S)-5-bromo-2,2-dimethyl-[1,3]dioxan-4-yl)-ethoxy]-tert-butyl-diphenyl-silane
CAS No.:577749-43-0
Molecular Formula:C₃₁H₃₉BrO₄SSi
Molecular Weight:615.704
Hs Code.:

Synonyms:[(S)-1-Benzenesulfinylmethyl-2-((4R,5S)-5-bromo-2,2-dimethyl-[1,3]dioxan-4-yl)-ethoxy]-tert-butyl-diphenyl-silane

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Chemical Property of [(S)-1-Benzenesulfinylmethyl-2-((4R,5S)-5-bromo-2,2-dimethyl-[1,3]dioxan-4-yl)-ethoxy]-tert-butyl-diphenyl-silane

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Technology Process of [(S)-1-Benzenesulfinylmethyl-2-((4R,5S)-5-bromo-2,2-dimethyl-[1,3]dioxan-4-yl)-ethoxy]-tert-butyl-diphenyl-silane

There total 1 articles about [(S)-1-Benzenesulfinylmethyl-2-((4R,5S)-5-bromo-2,2-dimethyl-[1,3]dioxan-4-yl)-ethoxy]-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: 90.0%

: 77-76-9
2,2-dimethoxy-propane

: 577749-42-9
(2S,3R,5S)-6-Benzenesulfinyl-2-bromo-5-(tert-butyl-diphenyl-silanyloxy)-hexane-1,3-diol

: 577749-43-0
[(S)-1-Benzenesulfinylmethyl-2-((4R,5S)-5-bromo-2,2-dimethyl-[1,3]dioxan-4-yl)-ethoxy]-tert-butyl-diphenyl-silane

Guidance literature:: With camphor-10-sulfonic acid; In acetone; at 20 ℃;
DOI:10.1021/jo026892y

Reference yield: 75.0%

: 577749-43-0
[(S)-1-Benzenesulfinylmethyl-2-((4R,5S)-5-bromo-2,2-dimethyl-[1,3]dioxan-4-yl)-ethoxy]-tert-butyl-diphenyl-silane

: 577749-44-1
[(S)-2-((4R,5R)-5-Azido-2,2-dimethyl-[1,3]dioxan-4-yl)-1-benzenesulfinylmethyl-ethoxy]-tert-butyl-diphenyl-silane

Guidance literature:: With sodium azide; In dimethyl sulfoxide; at 80 ℃;
DOI:10.1021/jo026892y

Reference yield:

: 577749-43-0
[(S)-1-Benzenesulfinylmethyl-2-((4R,5S)-5-bromo-2,2-dimethyl-[1,3]dioxan-4-yl)-ethoxy]-tert-butyl-diphenyl-silane

: Acetic acid (S)-3-((4R,5R)-5-azido-2,2-dimethyl-[1,3]dioxan-4-yl)-2-(tert-butyl-diphenyl-silanyloxy)-propyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent / NaN₃ / dimethylsulfoxide / 80 °C

2: (CF₃CO)2O; Et₃N / CH₂Cl₂ / 20 °C

3: BaHCO₃; NaBH₄ / 0 °C

4: 80 percent / Et₃N; DMAP / CH₂Cl₂ / 0 °C

With dmap; sodium tetrahydroborate; sodium azide; barium hydrogencarbonate; triethylamine; trifluoroacetic anhydride; In dichloromethane; dimethyl sulfoxide; 2: Pummerer rearrangement;
DOI:10.1021/jo026892y