(4S,5S,6S)-4-((tert-butyldiphenylsilyloxy)methyl)-2-methyl-6-tetradecyl-5,6-dihydro-4H-1,3-oxazin-5-ol

Base Information

Chemical Name:(4S,5S,6S)-4-((tert-butyldiphenylsilyloxy)methyl)-2-methyl-6-tetradecyl-5,6-dihydro-4H-1,3-oxazin-5-ol
CAS No.:1262283-62-4
Molecular Formula:C₃₆H₅₇NO₃Si
Molecular Weight:579.939
Hs Code.:

Synonyms:(4S,5S,6S)-4-((tert-butyldiphenylsilyloxy)methyl)-2-methyl-6-tetradecyl-5,6-dihydro-4H-1,3-oxazin-5-ol

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Chemical Property of (4S,5S,6S)-4-((tert-butyldiphenylsilyloxy)methyl)-2-methyl-6-tetradecyl-5,6-dihydro-4H-1,3-oxazin-5-ol

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Technology Process of (4S,5S,6S)-4-((tert-butyldiphenylsilyloxy)methyl)-2-methyl-6-tetradecyl-5,6-dihydro-4H-1,3-oxazin-5-ol

There total 3 articles about (4S,5S,6S)-4-((tert-butyldiphenylsilyloxy)methyl)-2-methyl-6-tetradecyl-5,6-dihydro-4H-1,3-oxazin-5-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: 64.0%

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

: 1262283-62-4
(4S,5S,6S)-4-((tert-butyldiphenylsilyloxy)methyl)-2-methyl-6-tetradecyl-5,6-dihydro-4H-1,3-oxazin-5-ol

Guidance literature:: With pyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at -30 ℃; for 12h; Inert atmosphere;
DOI:10.1021/jo101757k

Reference yield:

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

: 1262283-62-4
(4S,5S,6S)-4-((tert-butyldiphenylsilyloxy)methyl)-2-methyl-6-tetradecyl-5,6-dihydro-4H-1,3-oxazin-5-ol

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: pyridine; trifluoromethylsulfonic anhydride / dichloromethane / 12 h / -30 °C / Inert atmosphere

With pyridine; methanol; dmap; trifluoromethylsulfonic anhydride; sodium methylate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo101757k

Reference yield:

: 21830-28-4
N-acetyl-D-ribophytosphingosine

: 1262283-62-4
(4S,5S,6S)-4-((tert-butyldiphenylsilyloxy)methyl)-2-methyl-6-tetradecyl-5,6-dihydro-4H-1,3-oxazin-5-ol

Guidance literature:: Multi-step reaction with 2 steps

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

2: pyridine; trifluoromethylsulfonic anhydride / dichloromethane / 12 h / -30 °C / Inert atmosphere

With pyridine; dmap; trifluoromethylsulfonic anhydride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo101757k