(R)-1-((4S,5R)-4-((tert-butyldiphenylsilyloxy)methyl)-2-methyl-4,5-dihydrooxazol-5-yl)pentadecan-1-ol

Base Information

Chemical Name:(R)-1-((4S,5R)-4-((tert-butyldiphenylsilyloxy)methyl)-2-methyl-4,5-dihydrooxazol-5-yl)pentadecan-1-ol
CAS No.:1262283-58-8
Molecular Formula:C₃₆H₅₇NO₃Si
Molecular Weight:579.939
Hs Code.:

Synonyms:(R)-1-((4S,5R)-4-((tert-butyldiphenylsilyloxy)methyl)-2-methyl-4,5-dihydrooxazol-5-yl)pentadecan-1-ol

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Chemical Property of (R)-1-((4S,5R)-4-((tert-butyldiphenylsilyloxy)methyl)-2-methyl-4,5-dihydrooxazol-5-yl)pentadecan-1-ol

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Technology Process of (R)-1-((4S,5R)-4-((tert-butyldiphenylsilyloxy)methyl)-2-methyl-4,5-dihydrooxazol-5-yl)pentadecan-1-ol

There total 4 articles about (R)-1-((4S,5R)-4-((tert-butyldiphenylsilyloxy)methyl)-2-methyl-4,5-dihydrooxazol-5-yl)pentadecan-1-ol 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: 66.0%

: 1262283-57-7
(2S,3S,4R)-1-(tert-butyldiphenylsilyloxy)-2-[N-(acetyl)amino]octadecan-3,4-cyclic Sulfite

: 1262283-58-8
(R)-1-((4S,5R)-4-((tert-butyldiphenylsilyloxy)methyl)-2-methyl-4,5-dihydrooxazol-5-yl)pentadecan-1-ol

Guidance literature:: (2S,3S,4R)-1-(tert-butyldiphenylsilyloxy)-2-[N-(acetyl)amino]octadecan-3,4-cyclic Sulfite; With sodium periodate; ruthenium(III) chloride trihydrate; In tetrachloromethane; water; acetonitrile; at 20 ℃; for 2h; Inert atmosphere;

With sulfuric acid; water; In tetrahydrofuran; tetrachloromethane; acetonitrile; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1021/jo101757k

Reference yield:

: 1262283-56-6
(2S,3S,4R)-1-(tert-butyldiphenylsilyloxy)-2-[N-(acetyl)amino]octadecan-3,4-diol

: 1262283-58-8
(R)-1-((4S,5R)-4-((tert-butyldiphenylsilyloxy)methyl)-2-methyl-4,5-dihydrooxazol-5-yl)pentadecan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

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

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

2.2: 1 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:

: 13018-48-9
N,O,O,O-tetraacetyl-D-ribo-phytosphingosine

: 1262283-58-8
(R)-1-((4S,5R)-4-((tert-butyldiphenylsilyloxy)methyl)-2-methyl-4,5-dihydrooxazol-5-yl)pentadecan-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: methanol; sodium methylate / 0.5 h / 20 °C / Inert atmosphere

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

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

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

4.2: 1 h / 20 °C / Inert atmosphere

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