p-nitrophenyl 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:p-nitrophenyl 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1-thio-β-D-glucopyranoside
CAS No.:134296-59-6
Molecular Formula:C₄₇H₅₁NO₁₆S
Molecular Weight:917.985
Hs Code.:

Synonyms:p-nitrophenyl 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

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Chemical Property of p-nitrophenyl 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

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Technology Process of p-nitrophenyl 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

There total 6 articles about p-nitrophenyl 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1-thio-β-D-glucopyranoside 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: 85.0%

: 134296-60-9
p-nitrophenyl 2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

: 134296-53-0
2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl 1-piperidinecarbodithioate

: 134296-59-6
p-nitrophenyl 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

Guidance literature:: With 2,6-di-tert-butyl-pyridine; methyl trifluoromethanesulfonate; In dichloromethane; for 4h; Ambient temperature;
DOI:10.1016/0008-6215(91)84154-7

Reference yield:

: 2788-56-9
p-nitrophenyl 1-thio-β-D-glucopyranoside

: 134296-59-6
p-nitrophenyl 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: HCOOH

2: NaH / dimethylformamide

3: sodium cyanoborohydride, hydrogen chloride / tetrahydrofuran; diethyl ether

4: 85 percent / MeOSO₂CF₃, 2,6-di-tert-butylpyridine / CH₂Cl₂ / 4 h / Ambient temperature

With hydrogenchloride; formic acid; 2,6-di-tert-butyl-pyridine; sodium hydride; sodium cyanoborohydride; methyl trifluoromethanesulfonate; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(91)84154-7

Reference yield:

: 100-52-7
benzaldehyde

: 134296-59-6
p-nitrophenyl 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: HCOOH

2: NaH / dimethylformamide

3: sodium cyanoborohydride, hydrogen chloride / tetrahydrofuran; diethyl ether

4: 85 percent / MeOSO₂CF₃, 2,6-di-tert-butylpyridine / CH₂Cl₂ / 4 h / Ambient temperature

With hydrogenchloride; formic acid; 2,6-di-tert-butyl-pyridine; sodium hydride; sodium cyanoborohydride; methyl trifluoromethanesulfonate; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(91)84154-7