(2S,3R,4E,8E,2'R)-3-O-(tert-butyldiphenylsilyl)-N-(2'-hydroxyhexadecanoyl)-1-O-(tetra-O-acetyl-β-D-glucopyranosyl)-4,8-sphingadienine

Base Information

Chemical Name:(2S,3R,4E,8E,2'R)-3-O-(tert-butyldiphenylsilyl)-N-(2'-hydroxyhexadecanoyl)-1-O-(tetra-O-acetyl-β-D-glucopyranosyl)-4,8-sphingadienine
CAS No.:115113-94-5
Molecular Formula:C₆₄H₁₀₁NO₁₃Si
Molecular Weight:1120.59
Hs Code.:

Synonyms:(2S,3R,4E,8E,2'R)-3-O-(tert-butyldiphenylsilyl)-N-(2'-hydroxyhexadecanoyl)-1-O-(tetra-O-acetyl-β-D-glucopyranosyl)-4,8-sphingadienine

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Chemical Property of (2S,3R,4E,8E,2'R)-3-O-(tert-butyldiphenylsilyl)-N-(2'-hydroxyhexadecanoyl)-1-O-(tetra-O-acetyl-β-D-glucopyranosyl)-4,8-sphingadienine

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Technology Process of (2S,3R,4E,8E,2'R)-3-O-(tert-butyldiphenylsilyl)-N-(2'-hydroxyhexadecanoyl)-1-O-(tetra-O-acetyl-β-D-glucopyranosyl)-4,8-sphingadienine

There total 7 articles about (2S,3R,4E,8E,2'R)-3-O-(tert-butyldiphenylsilyl)-N-(2'-hydroxyhexadecanoyl)-1-O-(tetra-O-acetyl-β-D-glucopyranosyl)-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: 53.0%

: 115018-46-7
(2S,3R,4E,8E,2'R)-3-O-(tert-butyldiphenylsilyl)-N-(2'-hydroxyhexadecanoyl)-4,8-sphingadienine

: 572-09-8
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

: 115113-94-5
(2S,3R,4E,8E,2'R)-3-O-(tert-butyldiphenylsilyl)-N-(2'-hydroxyhexadecanoyl)-1-O-(tetra-O-acetyl-β-D-glucopyranosyl)-4,8-sphingadienine

Guidance literature:: With mercury(II) cyanide; In nitromethane; benzene; at 80 ℃; for 6h;

Reference yield:

: 88195-82-8
p-nitrophenyl 2-O-acetyl-(2R)-2-hydroxypalmitate

: 115113-94-5
(2S,3R,4E,8E,2'R)-3-O-(tert-butyldiphenylsilyl)-N-(2'-hydroxyhexadecanoyl)-1-O-(tetra-O-acetyl-β-D-glucopyranosyl)-4,8-sphingadienine

Guidance literature:: Multi-step reaction with 4 steps

1: 64 percent / pyridine / 19 h / 50 °C

2: 99 percent / imidazole / dimethylformamide / 5 h / 70 °C

3: 88 percent / NaOH / methanol; CHCl₃ / 1 h / Ambient temperature

4: 53 percent / Hg(CN)2 / benzene; nitromethane / 6 h / 80 °C

With 1H-imidazole; sodium hydroxide; mercury(II) cyanide; In pyridine; methanol; nitromethane; chloroform; N,N-dimethyl-formamide; benzene;

Reference yield:

: C₂₃H₄₅Al

: 115113-94-5
(2S,3R,4E,8E,2'R)-3-O-(tert-butyldiphenylsilyl)-N-(2'-hydroxyhexadecanoyl)-1-O-(tetra-O-acetyl-β-D-glucopyranosyl)-4,8-sphingadienine

Guidance literature:: Multi-step reaction with 6 steps

1: hexane; diethyl ether; toluene / 1.5 h / Ambient temperature

2: 2 N HCl / H₂O; tetrahydrofuran / 21 h / Ambient temperature

3: 64 percent / pyridine / 19 h / 50 °C

4: 99 percent / imidazole / dimethylformamide / 5 h / 70 °C

5: 88 percent / NaOH / methanol; CHCl₃ / 1 h / Ambient temperature

6: 53 percent / Hg(CN)2 / benzene; nitromethane / 6 h / 80 °C

With 1H-imidazole; hydrogenchloride; sodium hydroxide; mercury(II) cyanide; In tetrahydrofuran; pyridine; methanol; diethyl ether; nitromethane; hexane; chloroform; water; N,N-dimethyl-formamide; toluene; benzene;