(2S,3R,4R,5S)-7-Benzyloxy-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanoic acid methoxy-methyl-amide

Base Information

Chemical Name:(2S,3R,4R,5S)-7-Benzyloxy-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanoic acid methoxy-methyl-amide
CAS No.:899798-77-7
Molecular Formula:C₃₀H₅₇NO₅Si₂
Molecular Weight:567.957
Hs Code.:

Synonyms:(2S,3R,4R,5S)-7-Benzyloxy-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanoic acid methoxy-methyl-amide

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Chemical Property of (2S,3R,4R,5S)-7-Benzyloxy-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanoic acid methoxy-methyl-amide

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Technology Process of (2S,3R,4R,5S)-7-Benzyloxy-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanoic acid methoxy-methyl-amide

There total 11 articles about (2S,3R,4R,5S)-7-Benzyloxy-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanoic 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:

: 899798-76-6
(2S,3R,4R,5S)-7-Benzyloxy-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanoic acid

: 1117-97-1
N,0-dimethylhydroxylamine

: 899798-77-7
(2S,3R,4R,5S)-7-Benzyloxy-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanoic acid methoxy-methyl-amide

Guidance literature:: (2S,3R,4R,5S)-7-Benzyloxy-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanoic acid; With 1,1'-carbonyldiimidazole; In dichloromethane; at 0 ℃; for 0.5h;

N,0-dimethylhydroxylamine; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1021/ol060669w

Reference yield:

: 872369-17-0
(2R,3S)-5-(benzyloxy)-3-(tert-butyldimethylsilyloxy)-2-methylpentanal

: 899798-77-7
(2S,3R,4R,5S)-7-Benzyloxy-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanoic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 4 steps

1: CH₂Cl₂ / 16 h / -78 °C

2: 2,6-lutidine / CH₂Cl₂ / 1 h / Heating

3: aq. LiOH; H₂O₂ / tetrahydrofuran / 24 h / 20 °C

4: 1,1'-carbonyl-diimidazole / CH₂Cl₂ / 16 h / 20 °C

With 2,6-dimethylpyridine; lithium hydroxide; dihydrogen peroxide; 1,1'-carbonyldiimidazole; In tetrahydrofuran; dichloromethane; 1: Evans asymmetric aldolization;
DOI:10.1002/chem.200700342

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 899798-77-7
(2S,3R,4R,5S)-7-Benzyloxy-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanoic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 6 steps

1: 88 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 20 °C

2: diisoibutylaluminum hydride / CH₂Cl₂; hexane / 1 h / -78 °C

3: CH₂Cl₂ / 16 h / -78 °C

4: 2,6-lutidine / CH₂Cl₂ / 1 h / Heating

5: aq. LiOH; H₂O₂ / tetrahydrofuran / 24 h / 20 °C

6: 1,1'-carbonyl-diimidazole / CH₂Cl₂ / 16 h / 20 °C

With 2,6-dimethylpyridine; lithium hydroxide; dihydrogen peroxide; 1,1'-carbonyldiimidazole; In tetrahydrofuran; hexane; dichloromethane; 3: Evans asymmetric aldolization;
DOI:10.1002/chem.200700342