(2R,4R,5S,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-6-phenylsulfanyl-2-[(triisopropylsilanyl)-ethynyl]-[1,3]dioxane

Base Information

Chemical Name:(2R,4R,5S,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-6-phenylsulfanyl-2-[(triisopropylsilanyl)-ethynyl]-[1,3]dioxane
CAS No.:250328-31-5
Molecular Formula:C₄₀H₅₆O₃SSi₂
Molecular Weight:673.12
Hs Code.:

Synonyms:(2R,4R,5S,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-6-phenylsulfanyl-2-[(triisopropylsilanyl)-ethynyl]-[1,3]dioxane

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Chemical Property of (2R,4R,5S,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-6-phenylsulfanyl-2-[(triisopropylsilanyl)-ethynyl]-[1,3]dioxane

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Technology Process of (2R,4R,5S,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-6-phenylsulfanyl-2-[(triisopropylsilanyl)-ethynyl]-[1,3]dioxane

There total 7 articles about (2R,4R,5S,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-6-phenylsulfanyl-2-[(triisopropylsilanyl)-ethynyl]-[1,3]dioxane 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: 77.0%

: 250328-33-7
Acetic acid (2R,4S,5S,6R)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-2-[(triisopropylsilanyl)-ethynyl]-[1,3]dioxan-4-yl ester

: 4551-15-9
phenylthiotrimethylsilane

: 250328-31-5
(2R,4R,5S,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-6-phenylsulfanyl-2-[(triisopropylsilanyl)-ethynyl]-[1,3]dioxane

Guidance literature:: With zinc(II) iodide; In dichloromethane; at -10 ℃; for 0.166667h;
DOI:10.1021/ja011604l

Reference yield:

: C₂₈H₄₆O₄Si₃

: 250328-31-5
(2R,4R,5S,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-6-phenylsulfanyl-2-[(triisopropylsilanyl)-ethynyl]-[1,3]dioxane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 66 percent / trimethylsilyl triflate; 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / -78 - 6 °C

2.1: DIBAL / -78 °C

2.2: 77 percent / 4-(dimethylamino)pyridine

3.1: 73 percent / ZnI₂

With 2,6-di-tert-butyl-4-methylpyridine; trimethylsilyl trifluoromethanesulfonate; diisobutylaluminium hydride; zinc(II) iodide; In dichloromethane;
DOI:10.1021/ol990829m

Reference yield:

: 250328-27-9
(2S,3R)-5-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-2-methyl-pentanoic acid

: 250328-31-5
(2R,4R,5S,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-6-phenylsulfanyl-2-[(triisopropylsilanyl)-ethynyl]-[1,3]dioxane

Guidance literature:: Multi-step reaction with 4 steps

1.1: CH₂Cl₂ / 20 °C

2.1: 66 percent / trimethylsilyl triflate; 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / -78 - 6 °C

3.1: DIBAL / -78 °C

3.2: 77 percent / 4-(dimethylamino)pyridine

4.1: 73 percent / ZnI₂

With 2,6-di-tert-butyl-4-methylpyridine; trimethylsilyl trifluoromethanesulfonate; diisobutylaluminium hydride; zinc(II) iodide; In dichloromethane;
DOI:10.1021/ol990829m