(2S,3R,4R)-1-O-tert-butyldimethysilyl-2-benzyloxycarbonylamino-1,3,4-octadecanetriol

Base Information

Chemical Name:(2S,3R,4R)-1-O-tert-butyldimethysilyl-2-benzyloxycarbonylamino-1,3,4-octadecanetriol
CAS No.:634587-40-9
Molecular Formula:C₃₂H₅₉NO₅Si
Molecular Weight:565.91
Hs Code.:

Synonyms:(2S,3R,4R)-1-O-tert-butyldimethysilyl-2-benzyloxycarbonylamino-1,3,4-octadecanetriol

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Chemical Property of (2S,3R,4R)-1-O-tert-butyldimethysilyl-2-benzyloxycarbonylamino-1,3,4-octadecanetriol

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Technology Process of (2S,3R,4R)-1-O-tert-butyldimethysilyl-2-benzyloxycarbonylamino-1,3,4-octadecanetriol

There total 4 articles about (2S,3R,4R)-1-O-tert-butyldimethysilyl-2-benzyloxycarbonylamino-1,3,4-octadecanetriol 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: 96.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 634587-38-5
(2S,3R,4R)-2-benzyloxycarbonylamino-1,3,4-octadecanetriol

: 634587-40-9
(2S,3R,4R)-1-O-tert-butyldimethysilyl-2-benzyloxycarbonylamino-1,3,4-octadecanetriol

Guidance literature:: With dmap; triethylamine; In dichloromethane; N,N-dimethyl-formamide; at 0 ℃; for 1h;
DOI:10.1021/ol0482137

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 634587-40-9
(2S,3R,4R)-1-O-tert-butyldimethysilyl-2-benzyloxycarbonylamino-1,3,4-octadecanetriol

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / aq. NaHCO₃ / dioxane / 20 °C

2: 96 percent / Et₃N; DMAP / CH₂Cl₂; dimethylformamide / 1 h / 0 °C

With dmap; sodium hydrogencarbonate; triethylamine; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol0482137

Reference yield:

: 554-62-1
D-ribo-phytosphingosine

: 634587-40-9
(2S,3R,4R)-1-O-tert-butyldimethysilyl-2-benzyloxycarbonylamino-1,3,4-octadecanetriol

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / acetone; water / 20 °C

2: 1H-imidazole / dichloromethane / 20 °C

With 1H-imidazole; sodium hydrogencarbonate; In dichloromethane; water; acetone;