methyl 4-amino-2,3-di-O-benzoyl-4-deoxy-6-O-(4-methoxybenzyl)-α-D-glucopyranoside

Base Information

Chemical Name:methyl 4-amino-2,3-di-O-benzoyl-4-deoxy-6-O-(4-methoxybenzyl)-α-D-glucopyranoside
CAS No.:294639-18-2
Molecular Formula:C₂₉H₃₁NO₈
Molecular Weight:521.567
Hs Code.:

Synonyms:methyl 4-amino-2,3-di-O-benzoyl-4-deoxy-6-O-(4-methoxybenzyl)-α-D-glucopyranoside

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Chemical Property of methyl 4-amino-2,3-di-O-benzoyl-4-deoxy-6-O-(4-methoxybenzyl)-α-D-glucopyranoside

Chemical Property:

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Technology Process of methyl 4-amino-2,3-di-O-benzoyl-4-deoxy-6-O-(4-methoxybenzyl)-α-D-glucopyranoside

There total 6 articles about methyl 4-amino-2,3-di-O-benzoyl-4-deoxy-6-O-(4-methoxybenzyl)-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:

: 294639-16-0
methyl 4-azido-2,3-di-O-benzoyl-4-deoxy-6-O-(4-methoxybenzyl)-α-D-glucopyranoside

: 294639-18-2
methyl 4-amino-2,3-di-O-benzoyl-4-deoxy-6-O-(4-methoxybenzyl)-α-D-glucopyranoside

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 6h; under 760 Torr;
DOI:10.1016/S0957-4166(00)00212-3

Reference yield:

: 98-88-4
benzoyl chloride

: 294639-18-2
methyl 4-amino-2,3-di-O-benzoyl-4-deoxy-6-O-(4-methoxybenzyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / pyridine / 12 h / 20 °C

2: 67 percent / Na(CN)BH₃; 4 A molecular sieves; CF₃COOH / dimethylformamide / 7 h / 20 °C

3: 90 percent / pyridine / 13 h / 20 °C

4: 93 percent / NaN₃; hexamethylphosphoramide / 13 h / 60 °C

5: H₂ / Pd/C / methanol / 6 h / 20 °C / 760 Torr

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium azide; 4 A molecular sieve; hydrogen; sodium cyanoborohydride; trifluoroacetic acid; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; 1: O-benzoylation / 2: Ring cleavage / 3: mesylation / 4: Substitution / 5: Catalytic hydrogenation;
DOI:10.1016/S0957-4166(00)00212-3

Reference yield:

: 185754-26-1
(2S,4aR,7R,8R,8aR)-6-methoxy-2-(4-methoxyphenyl)hexahydropyrano[3,2-d][1,3]dioxine-7,8-diol

: 294639-18-2
methyl 4-amino-2,3-di-O-benzoyl-4-deoxy-6-O-(4-methoxybenzyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / pyridine / 12 h / 20 °C

2: 67 percent / Na(CN)BH₃; 4 A molecular sieves; CF₃COOH / dimethylformamide / 7 h / 20 °C

3: 90 percent / pyridine / 13 h / 20 °C

4: 93 percent / NaN₃; hexamethylphosphoramide / 13 h / 60 °C

5: H₂ / Pd/C / methanol / 6 h / 20 °C / 760 Torr

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium azide; 4 A molecular sieve; hydrogen; sodium cyanoborohydride; trifluoroacetic acid; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; 1: O-benzoylation / 2: Ring cleavage / 3: mesylation / 4: Substitution / 5: Catalytic hydrogenation;
DOI:10.1016/S0957-4166(00)00212-3