4-methoxybenzyl 2-acetamido-6-O-allyl-2-deoxy-3,4-di-O-(4-methoxybenzyl)-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-6-O-allyl-2-deoxy-3,4-di-O-(4-methoxybenzyl)-β-D-glucopyranosyl-(1->4)-2-acetamido-2-deoxy-3,6-di-O-(4-methoxybenzyl)-β-D-glucopyranoside
CAS No.:824958-54-5
Molecular Formula:C₅₉H₇₂N₂O₁₆
Molecular Weight:1065.22
Hs Code.:

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

Synonyms:4-methoxybenzyl 2-acetamido-6-O-allyl-2-deoxy-3,4-di-O-(4-methoxybenzyl)-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-6-O-allyl-2-deoxy-3,4-di-O-(4-methoxybenzyl)-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-6-O-allyl-2-deoxy-3,4-di-O-(4-methoxybenzyl)-β-D-glucopyranosyl-(1->4)-2-acetamido-2-deoxy-3,6-di-O-(4-methoxybenzyl)-β-D-glucopyranoside

There total 11 articles about 4-methoxybenzyl 2-acetamido-6-O-allyl-2-deoxy-3,4-di-O-(4-methoxybenzyl)-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: 92.0%

: 106-95-6
allyl bromide

: 824958-53-4
4-methoxybenzyl 2-acetamido-2-deoxy-3,4-di-O-(4-methoxybenzyl)-β-D-glucopyranosyl-(1->4)-2-acetamido-2-deoxy-3,6-di-O-(4-methoxybenzyl)-β-D-glucopyranoside

: 824958-54-5
4-methoxybenzyl 2-acetamido-6-O-allyl-2-deoxy-3,4-di-O-(4-methoxybenzyl)-β-D-glucopyranosyl-(1->4)-2-acetamido-2-deoxy-3,6-di-O-(4-methoxybenzyl)-β-D-glucopyranoside

Guidance literature:: With sodium hydroxide; In N,N-dimethyl-formamide; at 20 ℃; for 17h;
DOI:10.1016/j.carres.2004.08.016

Reference yield:

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

: 824958-54-5
4-methoxybenzyl 2-acetamido-6-O-allyl-2-deoxy-3,4-di-O-(4-methoxybenzyl)-β-D-glucopyranosyl-(1->4)-2-acetamido-2-deoxy-3,6-di-O-(4-methoxybenzyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 11 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

7: NaOMe / methanol; CHCl₃ / 1 h / 20 °C

8: 579 mg / pyridine / 7 h / 20 °C

9: NaOH / dimethylformamide / 20 °C

10: 2.96 g / aq. AcOH / 4 h / 50 °C

11: 92 percent / NaOH / dimethylformamide / 17 h / 20 °C

With pyridine; sodium hydroxide; trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium cyanoborohydride; hydrazine hydrate; acetic acid; trifluoroacetic acid; In pyridine; methanol; ethanol; dichloromethane; chloroform; 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

: 824958-54-5
4-methoxybenzyl 2-acetamido-6-O-allyl-2-deoxy-3,4-di-O-(4-methoxybenzyl)-β-D-glucopyranosyl-(1->4)-2-acetamido-2-deoxy-3,6-di-O-(4-methoxybenzyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 12 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

8: NaOMe / methanol; CHCl₃ / 1 h / 20 °C

9: 579 mg / pyridine / 7 h / 20 °C

10: NaOH / dimethylformamide / 20 °C

11: 2.96 g / aq. AcOH / 4 h / 50 °C

12: 92 percent / NaOH / dimethylformamide / 17 h / 20 °C

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