(2S,2'R,3R,4E,8E)-N-2'-acetoxyoctadecanoyl-1-O-(β-D-glucopyranosyl)-3-O-(t-butyldiphenylsilyl)-9-methyl-4,8-sphingadienine

Base Information

Chemical Name:(2S,2'R,3R,4E,8E)-N-2'-acetoxyoctadecanoyl-1-O-(β-D-glucopyranosyl)-3-O-(t-butyldiphenylsilyl)-9-methyl-4,8-sphingadienine
CAS No.:160147-98-8
Molecular Formula:C₆₁H₁₀₁NO₁₀Si
Molecular Weight:1036.56
Hs Code.:

Synonyms:(2S,2'R,3R,4E,8E)-N-2'-acetoxyoctadecanoyl-1-O-(β-D-glucopyranosyl)-3-O-(t-butyldiphenylsilyl)-9-methyl-4,8-sphingadienine

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Chemical Property of (2S,2'R,3R,4E,8E)-N-2'-acetoxyoctadecanoyl-1-O-(β-D-glucopyranosyl)-3-O-(t-butyldiphenylsilyl)-9-methyl-4,8-sphingadienine

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Technology Process of (2S,2'R,3R,4E,8E)-N-2'-acetoxyoctadecanoyl-1-O-(β-D-glucopyranosyl)-3-O-(t-butyldiphenylsilyl)-9-methyl-4,8-sphingadienine

There total 11 articles about (2S,2'R,3R,4E,8E)-N-2'-acetoxyoctadecanoyl-1-O-(β-D-glucopyranosyl)-3-O-(t-butyldiphenylsilyl)-9-methyl-4,8-sphingadienine 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: 88.0%

: 160147-91-1
p-nitrophenyl (R)-2-acetoxyoctadecanoate

: 160147-97-7
(2S,3R,4E,8E)-1-O-(β-D-glucopyranosyl)-3-O-(t-butyldiphenylsilyl)-9-methyl-4,8-sphingadienine

: 160147-98-8
(2S,2'R,3R,4E,8E)-N-2'-acetoxyoctadecanoyl-1-O-(β-D-glucopyranosyl)-3-O-(t-butyldiphenylsilyl)-9-methyl-4,8-sphingadienine

Guidance literature:: With pyridine; at 45 ℃; for 8h;

Reference yield:

: 142-94-9,17108-71-3
2-bromostearic acid

: 160147-98-8
(2S,2'R,3R,4E,8E)-N-2'-acetoxyoctadecanoyl-1-O-(β-D-glucopyranosyl)-3-O-(t-butyldiphenylsilyl)-9-methyl-4,8-sphingadienine

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NaOH, 2.) BHT / 1.) H₂O, 80 deg C, 24 h, 2.) THF, lipase PS, 65 deg C, 24 h

2: 76 percent / pyridine / 15 h / Ambient temperature

3: 86 percent / pyridine / 19 h / Ambient temperature

4: 88 percent / pyridine / 8 h / 45 °C

With pyridine; sodium hydroxide; 2,6-di-tert-butyl-4-methyl-phenol; In pyridine;

Reference yield:

: 57-11-4
stearic acid

: 160147-98-8
(2S,2'R,3R,4E,8E)-N-2'-acetoxyoctadecanoyl-1-O-(β-D-glucopyranosyl)-3-O-(t-butyldiphenylsilyl)-9-methyl-4,8-sphingadienine

Guidance literature:: Multi-step reaction with 5 steps

1: 60 percent / Br₂, P / 6 h / 95 °C

2: 1.) NaOH, 2.) BHT / 1.) H₂O, 80 deg C, 24 h, 2.) THF, lipase PS, 65 deg C, 24 h

3: 76 percent / pyridine / 15 h / Ambient temperature

4: 86 percent / pyridine / 19 h / Ambient temperature

5: 88 percent / pyridine / 8 h / 45 °C

With pyridine; sodium hydroxide; 2,6-di-tert-butyl-4-methyl-phenol; bromine; In pyridine;