4-methoxybenzyl 2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->4)-2,3-di-O-benzoyl-α-L-arabinopyranoside

Base Information

Chemical Name:4-methoxybenzyl 2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->4)-2,3-di-O-benzoyl-α-L-arabinopyranoside
CAS No.:852448-28-3
Molecular Formula:C₆₁H₅₈O₁₄
Molecular Weight:1015.12
Hs Code.:

Synonyms:4-methoxybenzyl 2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->4)-2,3-di-O-benzoyl-α-L-arabinopyranoside

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Chemical Property of 4-methoxybenzyl 2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->4)-2,3-di-O-benzoyl-α-L-arabinopyranoside

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Technology Process of 4-methoxybenzyl 2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->4)-2,3-di-O-benzoyl-α-L-arabinopyranoside

There total 7 articles about 4-methoxybenzyl 2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->4)-2,3-di-O-benzoyl-α-L-arabinopyranoside 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: 82.0%

: 169048-94-6
Ethyl 2-O-benzoyl-3,4,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

: 693787-91-6
4-methoxybenzyl 2,3-di-O-benzoyl-α-L-arabinopyranoside

: 852448-28-3
4-methoxybenzyl 2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->4)-2,3-di-O-benzoyl-α-L-arabinopyranoside

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1016/j.tet.2005.03.003

Reference yield:

: 852448-25-0
3,4,6-tri-O-benzyl-1,2-O-[1-(ethylsulfanyl)ethylidene]-α-D-glucopyranose

: 852448-28-3
4-methoxybenzyl 2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->4)-2,3-di-O-benzoyl-α-L-arabinopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: molecular sieves 4 Angstroem; TMSOTf / CH₂Cl₂ / 4 h / 0 °C

2.1: KOH / methanol

2.2: 3.45 g / pyridine / 6 h / 70 °C

3.1: 82 percent / molecular sieves 4 Angstroem; N-iodosuccinimide; triflic acid / CH₂Cl₂ / 2 h / 0 °C

With potassium hydroxide; N-iodo-succinimide; trifluorormethanesulfonic acid; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In methanol; dichloromethane;
DOI:10.1016/j.tet.2005.03.003

Reference yield:

: 83-87-4,604-68-2,604-69-3,2152-77-4,4026-35-1,4163-59-1,4163-60-4,4163-61-5,4163-65-9,4257-94-7,4257-96-9,16299-15-3,19186-39-1,19189-55-0,25878-60-8,25941-03-1,32445-48-0,32445-49-1,32445-53-7,32445-54-8,34685-58-0,34685-59-1,43168-42-9,43168-44-1,43169-22-8,43169-25-1,66966-07-2,70749-17-6,80184-01-6,93221-01-3,93221-02-4,99630-88-3,109215-53-4,115792-70-6,115792-73-9,139894-92-1,139973-25-4,144071-49-8,147648-81-5
D-glucose pentaacetate

: 852448-28-3
4-methoxybenzyl 2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->4)-2,3-di-O-benzoyl-α-L-arabinopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: HBr; acetic acid / CH₂Cl₂ / 0 - 20 °C

1.2: 83 percent / 2,6-lutidine; tetrabutylammonium bromide / nitromethane / 48 h / 20 °C

2.1: 55 percent / KOH / tetrahydrofuran / Heating

3.1: molecular sieves 4 Angstroem; TMSOTf / CH₂Cl₂ / 4 h / 0 °C

4.1: KOH / methanol

4.2: 3.45 g / pyridine / 6 h / 70 °C

5.1: 82 percent / molecular sieves 4 Angstroem; N-iodosuccinimide; triflic acid / CH₂Cl₂ / 2 h / 0 °C

With potassium hydroxide; N-iodo-succinimide; trifluorormethanesulfonic acid; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen bromide; acetic acid; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tet.2005.03.003