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

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Chemical Name:Acetic acid (2R,4S,5S,6R)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-2-[(triisopropylsilanyl)-ethynyl]-[1,3]dioxan-4-yl ester
CAS No.:250328-33-7
Molecular Formula:C₃₆H₅₄O₅Si₂
Molecular Weight:622.993
Hs Code.:

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

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Chemical Property of Acetic acid (2R,4S,5S,6R)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-2-[(triisopropylsilanyl)-ethynyl]-[1,3]dioxan-4-yl ester

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Technology Process of Acetic acid (2R,4S,5S,6R)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-2-[(triisopropylsilanyl)-ethynyl]-[1,3]dioxan-4-yl ester

There total 6 articles about Acetic acid (2R,4S,5S,6R)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-2-[(triisopropylsilanyl)-ethynyl]-[1,3]dioxan-4-yl ester 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%

: 108-24-7
acetic anhydride

: 250328-28-0
(2R,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-2-[(triisopropylsilanyl)-ethynyl]-[1,3]dioxan-4-one

: 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

Guidance literature:: (2R,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-2-[(triisopropylsilanyl)-ethynyl]-[1,3]dioxan-4-one; With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 1.33333h;

acetic anhydride; With pyridine; dmap; In dichloromethane; at -15 ℃; for 2.5h; Further stages.;
DOI:10.1021/ja011604l

Reference yield:

: C₂₈H₄₆O₄Si₃

: 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

Guidance literature:: Multi-step reaction with 2 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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

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