Ethyl (2S,3S,5S)-3-((tert-butyldiphenylsilyl)oxy)-5,6-(isopropylidenedioxy)-2-methylhexanoate

Base Information

Chemical Name:Ethyl (2S,3S,5S)-3-((tert-butyldiphenylsilyl)oxy)-5,6-(isopropylidenedioxy)-2-methylhexanoate
CAS No.:139631-14-4
Molecular Formula:C₂₈H₄₀O₅Si
Molecular Weight:484.708
Hs Code.:

Synonyms:Ethyl (2S,3S,5S)-3-((tert-butyldiphenylsilyl)oxy)-5,6-(isopropylidenedioxy)-2-methylhexanoate

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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 Ethyl (2S,3S,5S)-3-((tert-butyldiphenylsilyl)oxy)-5,6-(isopropylidenedioxy)-2-methylhexanoate

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Technology Process of Ethyl (2S,3S,5S)-3-((tert-butyldiphenylsilyl)oxy)-5,6-(isopropylidenedioxy)-2-methylhexanoate

There total 5 articles about Ethyl (2S,3S,5S)-3-((tert-butyldiphenylsilyl)oxy)-5,6-(isopropylidenedioxy)-2-methylhexanoate 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: 87.0%

: 139631-13-3
Ethyl (2S,3S,5S)-3-hydroxy-5,6-(isopropylidenedioxy)-2-methylhexanoate

: 58479-61-1
tert-butylchlorodiphenylsilane

: 139631-14-4
Ethyl (2S,3S,5S)-3-((tert-butyldiphenylsilyl)oxy)-5,6-(isopropylidenedioxy)-2-methylhexanoate

Guidance literature:: With 1H-imidazole; dmap; In dichloromethane; at 40 ℃; for 40h;
DOI:10.1021/jo00034a010

Reference yield:

: 32233-44-6
2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]acetaldehyde

: 139631-14-4
Ethyl (2S,3S,5S)-3-((tert-butyldiphenylsilyl)oxy)-5,6-(isopropylidenedioxy)-2-methylhexanoate

Guidance literature:: Multi-step reaction with 2 steps

2: 87 percent / imidazole, DMAP / CH₂Cl₂ / 40 h / 40 °C

With 1H-imidazole; dmap; In dichloromethane;
DOI:10.1021/jo00034a010

Reference yield:

: 91312-54-8
ethyl (3S,5S)-5,6-O-isopropylidene-3,5,6-trihydroxyhexanoate

: 139631-14-4
Ethyl (2S,3S,5S)-3-((tert-butyldiphenylsilyl)oxy)-5,6-(isopropylidenedioxy)-2-methylhexanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) lithium diisopropylamide, 2.) HMPA / 1.) THF, -55 to -30 deg C, 2 h, then to -20 deg C, 1 h, 2.) -78 to -55 deg C, 35 h

2: 87 percent / imidazole, DMAP / CH₂Cl₂ / 40 h / 40 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; lithium diisopropyl amide; In dichloromethane;
DOI:10.1021/jo00034a010