4-methoxybenzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-2-deoxy-3,6-di-O-(4-methoxybenzyl)-β-D-glucopyranoside

Base Information

Chemical Name:4-methoxybenzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-2-deoxy-3,6-di-O-(4-methoxybenzyl)-β-D-glucopyranoside
CAS No.:824958-50-1
Molecular Formula:C₄₆H₅₈N₂O₁₇
Molecular Weight:910.97
Hs Code.:

4-methoxybenzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-2-deoxy-3,6-di-O-(4-methoxybenzyl)-β-D-glucopyranoside

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Chemical Property of 4-methoxybenzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-2-deoxy-3,6-di-O-(4-methoxybenzyl)-β-D-glucopyranoside

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Technology Process of 4-methoxybenzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-2-deoxy-3,6-di-O-(4-methoxybenzyl)-β-D-glucopyranoside

There total 7 articles about 4-methoxybenzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-2-deoxy-3,6-di-O-(4-methoxybenzyl)-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:

: 93417-35-7
p-methoxybenzyl 2-deoxy-2-phthalimido-β-D-glucopyranoside

: 824958-50-1
4-methoxybenzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-2-deoxy-3,6-di-O-(4-methoxybenzyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 2.52 g / (+/-)-camphor-10-sulfonic acid / dimethylformamide / 4 h / 20 - 30 °C

2: 51 percent / NaH; tetrabutylammonium iodide / dimethylformamide / 20 °C

3: 100 percent / sodium cyanoborohydride; MS₃A; trifluoroacetic acid / dimethylformamide / 48 h / 20 °C

4: 91 percent / MS₄A; trimethylsilyl triflate / CH₂Cl₂ / 1 h / -20 °C

5: hydrazine monohydrate / ethanol; H₂O / 5 h / 90 °C

6: 1.47 g / pyridine / 3 h / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium cyanoborohydride; hydrazine hydrate; trifluoroacetic acid; In ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2004.08.016

Reference yield:

: 93417-34-6
p-methoxybenzyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 824958-50-1
4-methoxybenzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-2-deoxy-3,6-di-O-(4-methoxybenzyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: NaOMe / methanol; CH₂Cl₂ / 2 h / 20 °C

2: 2.52 g / (+/-)-camphor-10-sulfonic acid / dimethylformamide / 4 h / 20 - 30 °C

3: 51 percent / NaH; tetrabutylammonium iodide / dimethylformamide / 20 °C

4: 100 percent / sodium cyanoborohydride; MS₃A; trifluoroacetic acid / dimethylformamide / 48 h / 20 °C

5: 91 percent / MS₄A; trimethylsilyl triflate / CH₂Cl₂ / 1 h / -20 °C

6: hydrazine monohydrate / ethanol; H₂O / 5 h / 90 °C

7: 1.47 g / pyridine / 3 h / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium cyanoborohydride; hydrazine hydrate; trifluoroacetic acid; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2004.08.016

Reference yield:

: 824958-46-5
4-methoxybenzyl 2-deoxy-4,6-O-(4-methoxybenzylidene)-2-phthalimido-β-D-glucopyranoside

: 824958-50-1
4-methoxybenzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-2-deoxy-3,6-di-O-(4-methoxybenzyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 51 percent / NaH; tetrabutylammonium iodide / dimethylformamide / 20 °C

2: 100 percent / sodium cyanoborohydride; MS₃A; trifluoroacetic acid / dimethylformamide / 48 h / 20 °C

3: 91 percent / MS₄A; trimethylsilyl triflate / CH₂Cl₂ / 1 h / -20 °C

4: hydrazine monohydrate / ethanol; H₂O / 5 h / 90 °C

5: 1.47 g / pyridine / 3 h / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium cyanoborohydride; hydrazine hydrate; trifluoroacetic acid; In ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2004.08.016