(2S,3R,4E)-1-O-(β-D-Glucopyranosyl)-3-O-(tert-butyldiphenylsilyl)-4-icosasphingenine

Base Information

Chemical Name:(2S,3R,4E)-1-O-(β-D-Glucopyranosyl)-3-O-(tert-butyldiphenylsilyl)-4-icosasphingenine
CAS No.:132910-98-6
Molecular Formula:C₄₂H₆₉NO₇Si
Molecular Weight:728.098
Hs Code.:

Synonyms:(2S,3R,4E)-1-O-(β-D-Glucopyranosyl)-3-O-(tert-butyldiphenylsilyl)-4-icosasphingenine

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Chemical Property of (2S,3R,4E)-1-O-(β-D-Glucopyranosyl)-3-O-(tert-butyldiphenylsilyl)-4-icosasphingenine

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Technology Process of (2S,3R,4E)-1-O-(β-D-Glucopyranosyl)-3-O-(tert-butyldiphenylsilyl)-4-icosasphingenine

There total 6 articles about (2S,3R,4E)-1-O-(β-D-Glucopyranosyl)-3-O-(tert-butyldiphenylsilyl)-4-icosasphingenine 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: 89.0%

: 132910-97-5
(2S,3R,4E)-N-Trichloroacetyl-1-O-(tetra-O-acetyl-β-D-glucopyranosyl)-3-O-(tert-butyldiphenylsilyl)-4-icosasphingenine

: 132910-98-6
(2S,3R,4E)-1-O-(β-D-Glucopyranosyl)-3-O-(tert-butyldiphenylsilyl)-4-icosasphingenine

Guidance literature:: With potassium hydroxide; In tetrahydrofuran; methanol; for 19h; Ambient temperature;

Reference yield:

: 6918-49-6
<2(S),3(R),4E>-2-amino-4-eicosene-1,3-diol

: 132910-98-6
(2S,3R,4E)-1-O-(β-D-Glucopyranosyl)-3-O-(tert-butyldiphenylsilyl)-4-icosasphingenine

Guidance literature:: Multi-step reaction with 6 steps

1: 1) pyridine 2) NaOMe / 1) CH₂Cl₂, 15 h, r.t. 2) THF, MeOH, 30 min, r.t.

2: 86 percent / pyridine / CH₂Cl₂ / 19 h / Heating

3: imidazole / dimethylformamide / 44 h / 100 °C

4: p-TsOH*H₂O / methanol / 2 h / Ambient temperature

5: 71 percent / Hg(CN)2 / nitromethane; benzene / 1.33 h / 80 °C

6: 89 percent / 1N KOH / methanol; tetrahydrofuran / 19 h / Ambient temperature

With pyridine; 1H-imidazole; potassium hydroxide; sodium methylate; mercury(II) cyanide; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; nitromethane; dichloromethane; N,N-dimethyl-formamide; benzene;

Reference yield:

: 132910-85-1
(2S,3R,4E)-N-Trichloroacetyl-4-icosasphingenine

: 132910-98-6
(2S,3R,4E)-1-O-(β-D-Glucopyranosyl)-3-O-(tert-butyldiphenylsilyl)-4-icosasphingenine

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / pyridine / CH₂Cl₂ / 19 h / Heating

2: imidazole / dimethylformamide / 44 h / 100 °C

3: p-TsOH*H₂O / methanol / 2 h / Ambient temperature

4: 71 percent / Hg(CN)2 / nitromethane; benzene / 1.33 h / 80 °C

5: 89 percent / 1N KOH / methanol; tetrahydrofuran / 19 h / Ambient temperature

With pyridine; 1H-imidazole; potassium hydroxide; mercury(II) cyanide; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; nitromethane; dichloromethane; N,N-dimethyl-formamide; benzene;