(2S,3S,4R)-1-(tert-butyldiphenylsilyloxy)-2-[N-(tert-butyloxycarbonyl)amino]octadecan-3,4-cyclic sulfate

Base Information

Chemical Name:(2S,3S,4R)-1-(tert-butyldiphenylsilyloxy)-2-[N-(tert-butyloxycarbonyl)amino]octadecan-3,4-cyclic sulfate
CAS No.:1262283-52-2
Molecular Formula:C₃₉H₆₃NO₇SSi
Molecular Weight:718.083
Hs Code.:

Synonyms:(2S,3S,4R)-1-(tert-butyldiphenylsilyloxy)-2-[N-(tert-butyloxycarbonyl)amino]octadecan-3,4-cyclic sulfate

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Chemical Property of (2S,3S,4R)-1-(tert-butyldiphenylsilyloxy)-2-[N-(tert-butyloxycarbonyl)amino]octadecan-3,4-cyclic sulfate

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Technology Process of (2S,3S,4R)-1-(tert-butyldiphenylsilyloxy)-2-[N-(tert-butyloxycarbonyl)amino]octadecan-3,4-cyclic sulfate

There total 5 articles about (2S,3S,4R)-1-(tert-butyldiphenylsilyloxy)-2-[N-(tert-butyloxycarbonyl)amino]octadecan-3,4-cyclic sulfate 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: 92.0%

: 1262283-53-3
C₃₉H₆₃NO₆SSi

: 1262283-52-2
(2S,3S,4R)-1-(tert-butyldiphenylsilyloxy)-2-[N-(tert-butyloxycarbonyl)amino]octadecan-3,4-cyclic sulfate

Guidance literature:: With sodium periodate; ruthenium(III) chloride trihydrate; In tetrachloromethane; water; acetonitrile; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jo101757k

Reference yield:

: 1224436-76-3
(2S,3S,4R)-1-(tert-butyldiphenylsilyloxy)-2-[N-(tert-butyloxycarbonyl)amino]octadecan-3,4-diol

: 1262283-52-2
(2S,3S,4R)-1-(tert-butyldiphenylsilyloxy)-2-[N-(tert-butyloxycarbonyl)amino]octadecan-3,4-cyclic sulfate

Guidance literature:: Multi-step reaction with 2 steps

1: thionyl chloride; triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2: sodium periodate; ruthenium(III) chloride trihydrate / tetrachloromethane; water; acetonitrile / 2 h / 20 °C / Inert atmosphere

With sodium periodate; thionyl chloride; ruthenium(III) chloride trihydrate; triethylamine; In tetrachloromethane; dichloromethane; water; acetonitrile;
DOI:10.1021/jo101757k

Reference yield:

: 554-62-1
D-ribo-phytosphingosine

: 1262283-52-2
(2S,3S,4R)-1-(tert-butyldiphenylsilyloxy)-2-[N-(tert-butyloxycarbonyl)amino]octadecan-3,4-cyclic sulfate

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydroxide / ethanol; water / 0 - 20 °C / Inert atmosphere

2: dmap; triethylamine / dichloromethane; N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

3: thionyl chloride; triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

4: sodium periodate; ruthenium(III) chloride trihydrate / tetrachloromethane; water; acetonitrile / 2 h / 20 °C / Inert atmosphere

With dmap; sodium periodate; thionyl chloride; ruthenium(III) chloride trihydrate; triethylamine; sodium hydroxide; In tetrachloromethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo101757k