(2S,3R,4R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-pentanoic acid methoxy-methyl-amide

Base Information

Chemical Name:(2S,3R,4R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-pentanoic acid methoxy-methyl-amide
CAS No.:157430-96-1
Molecular Formula:C₂₂H₃₉NO₄Si
Molecular Weight:409.641
Hs Code.:

Synonyms:(2S,3R,4R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-pentanoic acid methoxy-methyl-amide

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Chemical Property of (2S,3R,4R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-pentanoic acid methoxy-methyl-amide

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Technology Process of (2S,3R,4R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-pentanoic acid methoxy-methyl-amide

There total 3 articles about (2S,3R,4R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-pentanoic acid methoxy-methyl-amide 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: 100.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 179944-90-2
(2S,3R,4R)-5-Benzyloxy-3-hydroxy-2,4-dimethyl-pentanoic acid methoxy-methyl-amide

: 157430-96-1
(2S,3R,4R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-pentanoic acid methoxy-methyl-amide

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/jo9606113

Reference yield:

: 79026-61-2
(R)-3-benzyloxy-2-methylpropanal

: 157430-96-1
(2S,3R,4R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-pentanoic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) dibutylboron triflate, triethylamine / 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) CH₂Cl₂, -78 -> 0 deg C

2: 1.) trimethylaluminum / 1.) THF, toluene, 0 deg C -> room temperature, 2.) THF, toluene, CH₂Cl₂, -10 -> 0 deg C

3: 100 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

With 2,6-dimethylpyridine; di-n-butylboryl trifluoromethanesulfonate; trimethylaluminum; triethylamine; In dichloromethane;
DOI:10.1021/jo9606113

Reference yield:

: 179944-89-9
(4S,5R)-3-((2S,3R,4R)-5-Benzyloxy-3-hydroxy-2,4-dimethyl-pentanoyl)-4-methyl-5-phenyl-oxazolidin-2-one

: 157430-96-1
(2S,3R,4R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-pentanoic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) trimethylaluminum / 1.) THF, toluene, 0 deg C -> room temperature, 2.) THF, toluene, CH₂Cl₂, -10 -> 0 deg C

2: 100 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

With 2,6-dimethylpyridine; trimethylaluminum; In dichloromethane;
DOI:10.1021/jo9606113