(2S,3R,4R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-pentanal

Base Information

Chemical Name:(2S,3R,4R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-pentanal
CAS No.:179944-91-3
Molecular Formula:C₂₀H₃₄O₃Si
Molecular Weight:350.574
Hs Code.:

Synonyms:(2S,3R,4R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-pentanal

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3R,4R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-pentanal

Chemical Property:

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Technology Process of (2S,3R,4R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-pentanal

There total 7 articles about (2S,3R,4R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-pentanal 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: 99.0%

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

: 179944-91-3
(2S,3R,4R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-pentanal

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -78 ℃; for 2h;
DOI:10.1021/jo9606113

Reference yield:

: 443283-58-7
[(1S,2R)-1-((R)-2-Benzyloxy-1-methyl-ethyl)-2-methyl-but-3-enyloxy]-tert-butyl-dimethyl-silane

: 179944-91-3
(2S,3R,4R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-pentanal

Guidance literature:: [(1S,2R)-1-((R)-2-Benzyloxy-1-methyl-ethyl)-2-methyl-but-3-enyloxy]-tert-butyl-dimethyl-silane; With ozone; In dichloromethane; at -78 ℃; for 0.25h;

With triphenylphosphine; at 20 ℃; for 2h;
DOI:10.1016/j.tetlet.2005.04.146

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 179944-91-3
(2S,3R,4R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-pentanal

Guidance literature:: Multi-step reaction with 2 steps

1.1: 83 percent / Et₃N / CH₂Cl₂ / 1 h / -30 - 0 °C

2.1: O₃ / CH₂Cl₂ / 0.25 h / -78 °C

2.2: PPh₃ / 2 h / 20 °C

With ozone; triethylamine; In dichloromethane;
DOI:10.1016/j.tetlet.2005.04.146