4-(methoxycarbonyl)benzyl 2,3,6-tri-O-4-methoxybenzyl-4-O-(4-O-acetyl-2,3,6-tri-O-4-methoxybenzyl-α-D-glucopyranosyl)-α-D-glucopyranoside

Base Information

Chemical Name:4-(methoxycarbonyl)benzyl 2,3,6-tri-O-4-methoxybenzyl-4-O-(4-O-acetyl-2,3,6-tri-O-4-methoxybenzyl-α-D-glucopyranosyl)-α-D-glucopyranoside
CAS No.:181115-86-6
Molecular Formula:C₇₁H₈₀O₂₀
Molecular Weight:1253.4
Hs Code.:

Synonyms:4-(methoxycarbonyl)benzyl 2,3,6-tri-O-4-methoxybenzyl-4-O-(4-O-acetyl-2,3,6-tri-O-4-methoxybenzyl-α-D-glucopyranosyl)-α-D-glucopyranoside

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Chemical Property of 4-(methoxycarbonyl)benzyl 2,3,6-tri-O-4-methoxybenzyl-4-O-(4-O-acetyl-2,3,6-tri-O-4-methoxybenzyl-α-D-glucopyranosyl)-α-D-glucopyranoside

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Technology Process of 4-(methoxycarbonyl)benzyl 2,3,6-tri-O-4-methoxybenzyl-4-O-(4-O-acetyl-2,3,6-tri-O-4-methoxybenzyl-α-D-glucopyranosyl)-α-D-glucopyranoside

There total 11 articles about 4-(methoxycarbonyl)benzyl 2,3,6-tri-O-4-methoxybenzyl-4-O-(4-O-acetyl-2,3,6-tri-O-4-methoxybenzyl-α-D-glucopyranosyl)-α-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:

: 6908-41-4,58590-49-1
4-(methoxycarbonyl)benzyl alcohol

: 2,3,6-tri-O-4-methoxybenzyl-4-O-(4-O-acetyl-2,3,6-tri-O-4-methoxybenzyl-α-D-glucopyranosyl)-α,β-D-glucopyranosyl trichloroacetimidate

: 181115-86-6
4-(methoxycarbonyl)benzyl 2,3,6-tri-O-4-methoxybenzyl-4-O-(4-O-acetyl-2,3,6-tri-O-4-methoxybenzyl-α-D-glucopyranosyl)-α-D-glucopyranoside

: 4-(methoxycarbonyl)benzyl 2,3,6-tri-O-4-methoxybenzyl-4-O-(4-O-acetyl-2,3,6-tri-O-4-methoxybenzyl-α-D-glucopyranosyl)-β-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 ℃; for 0.333333h; Yield given; Yields of byproduct given;
DOI:10.1021/jo9807823

Reference yield:

: 4753-07-5,5160-10-1,14206-57-6,14227-66-8,14257-35-3,67650-37-7,68682-05-3,69308-57-2,69349-74-2,70223-96-0,70223-97-1,71276-38-5,85248-99-3,118493-15-5,120575-76-0,42385-75-1
α-hepta-O-acetylmaltosyl bromide

: 181115-86-6
4-(methoxycarbonyl)benzyl 2,3,6-tri-O-4-methoxybenzyl-4-O-(4-O-acetyl-2,3,6-tri-O-4-methoxybenzyl-α-D-glucopyranosyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: 71 percent / Hg(AcO)2

2: 99 percent / 1M MeONa / methanol

3: 67 percent / p-TsOH / dimethylformamide

4: 89 percent / NaH / dimethylformamide

5: 74 percent / NaCNBH₃, CF₃COOH / dimethylformamide

6: 89 percent / pyridine

7: 75 percent / H₂O, RhCl(PPh₃)3, HgO, HgCl₂ / ethanol

8: 86 percent / K₂CO₃

9: TMSOTf / CH₂Cl₂

With pyridine; trimethylsilyl trifluoromethanesulfonate; RhCl(PPh₃)3; mercury(II) diacetate; water; sodium methylate; sodium hydride; sodium cyanoborohydride; potassium carbonate; toluene-4-sulfonic acid; trifluoroacetic acid; mercury dichloride; mercury(II) oxide; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(96)01021-0

Reference yield:

: 3616-19-1,5328-50-7,5346-90-7,6291-42-5,6920-00-9,20764-63-0,20880-65-3,22352-19-8,23973-20-8,32447-69-1,34213-32-6,52554-32-2,53956-64-2,56907-29-0,56994-12-8,56994-13-9,57128-38-8,67650-36-6,68036-17-9,68036-19-1,78215-50-6,78215-51-7,79549-48-7,80446-82-8,85249-04-3,93221-83-1,93779-27-2,111407-83-1,111407-84-2,111407-85-3,120328-65-6,123809-59-6,132341-46-9,132341-47-0,132341-49-2,145307-94-4,20880-60-8
1,2,3,6,2',3',4',6'-octa-O-acetylmaltose

: 181115-86-6
4-(methoxycarbonyl)benzyl 2,3,6-tri-O-4-methoxybenzyl-4-O-(4-O-acetyl-2,3,6-tri-O-4-methoxybenzyl-α-D-glucopyranosyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 10 steps

1: 92 percent / HBr / acetic acid

2: 71 percent / Hg(AcO)2

3: 99 percent / 1M MeONa / methanol

4: 67 percent / p-TsOH / dimethylformamide

5: 89 percent / NaH / dimethylformamide

6: 74 percent / NaCNBH₃, CF₃COOH / dimethylformamide

7: 89 percent / pyridine

8: 75 percent / H₂O, RhCl(PPh₃)3, HgO, HgCl₂ / ethanol

9: 86 percent / K₂CO₃

10: TMSOTf / CH₂Cl₂

With pyridine; trimethylsilyl trifluoromethanesulfonate; RhCl(PPh₃)3; mercury(II) diacetate; water; hydrogen bromide; sodium methylate; sodium hydride; sodium cyanoborohydride; potassium carbonate; toluene-4-sulfonic acid; trifluoroacetic acid; mercury dichloride; mercury(II) oxide; In methanol; ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(96)01021-0