methyl 3,4,6-tri-O-acetyl-2-deoxy-2-methoxycarbonylamino-β-D-glucopyranosyl-(1-6)-2,3-di-O-benzyl-4-O-(4-methoxybenzyl)-β-D-glucopyranoside

Base Information

Chemical Name:methyl 3,4,6-tri-O-acetyl-2-deoxy-2-methoxycarbonylamino-β-D-glucopyranosyl-(1-6)-2,3-di-O-benzyl-4-O-(4-methoxybenzyl)-β-D-glucopyranoside
CAS No.:304865-96-1
Molecular Formula:C₄₃H₅₃NO₁₆
Molecular Weight:839.891
Hs Code.:

Synonyms:methyl 3,4,6-tri-O-acetyl-2-deoxy-2-methoxycarbonylamino-β-D-glucopyranosyl-(1-6)-2,3-di-O-benzyl-4-O-(4-methoxybenzyl)-β-D-glucopyranoside

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

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

There total 5 articles about methyl 3,4,6-tri-O-acetyl-2-deoxy-2-methoxycarbonylamino-β-D-glucopyranosyl-(1-6)-2,3-di-O-benzyl-4-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: 91.0%

: 151992-78-8
methyl 2,3-di-O-benzyl-4-O-p-methoxybenzyl-β-D-glucopyranoside

: 304865-93-8
3,4,6-tri-O-acetyl-2-deoxy-2-methoxycarbonyl-amino-α-D-glucopyranosyl trichloroacetimidate

: 304865-96-1
methyl 3,4,6-tri-O-acetyl-2-deoxy-2-methoxycarbonylamino-β-D-glucopyranosyl-(1-6)-2,3-di-O-benzyl-4-O-(4-methoxybenzyl)-β-D-glucopyranoside

Guidance literature:: With 4 A molecular sieve; In dichloromethane; at -30 - 0 ℃; for 2h;
DOI:10.1021/ol0063353

Reference yield:

: 3,4,6-tri-O-acetyl-2-deoxy-2-methoxycarbonylamino-α-D-glucopyranose

: 304865-96-1
methyl 3,4,6-tri-O-acetyl-2-deoxy-2-methoxycarbonylamino-β-D-glucopyranosyl-(1-6)-2,3-di-O-benzyl-4-O-(4-methoxybenzyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 2.49 g / DBU / CH₂Cl₂ / 2 h / 20 °C

2: 91 percent / 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h / -30 - 0 °C

With 4 A molecular sieve; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; 1: Addition / 2: Substitution;
DOI:10.1021/ol0063353

Reference yield:

: 1078691-95-8
(+)-D-glucosamine hydrochloride

: 304865-96-1
methyl 3,4,6-tri-O-acetyl-2-deoxy-2-methoxycarbonylamino-β-D-glucopyranosyl-(1-6)-2,3-di-O-benzyl-4-O-(4-methoxybenzyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: NaHCO₃ / H₂O; CHCl₃ / 2 h / 25 °C

2: 1.87 g / pyridine / 12 h / 20 °C

3: hydrazine acetate / dimethylformamide / 2 h / 25 °C

4: 2.49 g / DBU / CH₂Cl₂ / 2 h / 20 °C

5: 91 percent / 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h / -30 - 0 °C

With pyridine; 4 A molecular sieve; hydrazinium monoacetate; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; chloroform; water; N,N-dimethyl-formamide; 1: Substitution / 2: Acetylation / 3: Reduction / 4: Addition / 5: Substitution;
DOI:10.1021/ol0063353