methyl (methyl 1-(S)-2,3-di-O-benzoyl-β-D-glucopyranosyluronate)-(1->4)-2-azido-3-O-benzoyl-2-deoxy-6-O-(4-methoxybenzyl)-4-thio-α-D-glucopyranoside

Base Information

Chemical Name:methyl (methyl 1-(S)-2,3-di-O-benzoyl-β-D-glucopyranosyluronate)-(1->4)-2-azido-3-O-benzoyl-2-deoxy-6-O-(4-methoxybenzyl)-4-thio-α-D-glucopyranoside
CAS No.:860011-65-0
Molecular Formula:C₄₃H₄₃N₃O₁₄S
Molecular Weight:857.892
Hs Code.:

Synonyms:methyl (methyl 1-(S)-2,3-di-O-benzoyl-β-D-glucopyranosyluronate)-(1->4)-2-azido-3-O-benzoyl-2-deoxy-6-O-(4-methoxybenzyl)-4-thio-α-D-glucopyranoside

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Chemical Property of methyl (methyl 1-(S)-2,3-di-O-benzoyl-β-D-glucopyranosyluronate)-(1->4)-2-azido-3-O-benzoyl-2-deoxy-6-O-(4-methoxybenzyl)-4-thio-α-D-glucopyranoside

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Technology Process of methyl (methyl 1-(S)-2,3-di-O-benzoyl-β-D-glucopyranosyluronate)-(1->4)-2-azido-3-O-benzoyl-2-deoxy-6-O-(4-methoxybenzyl)-4-thio-α-D-glucopyranoside

There total 8 articles about methyl (methyl 1-(S)-2,3-di-O-benzoyl-β-D-glucopyranosyluronate)-(1->4)-2-azido-3-O-benzoyl-2-deoxy-6-O-(4-methoxybenzyl)-4-thio-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: 67.0%

: 860011-64-9
methyl 2,3-di-O-benzoyl-1-bromo-α-D-glucopyranosyluronate

: 860011-63-8
methyl 2-azido-3-O-benzoyl-2-deoxy-6-O-(4-methoxybenzyl)-4-S-α-D-glucopyranoside

: 860011-65-0
methyl (methyl 1-(S)-2,3-di-O-benzoyl-β-D-glucopyranosyluronate)-(1->4)-2-azido-3-O-benzoyl-2-deoxy-6-O-(4-methoxybenzyl)-4-thio-α-D-glucopyranoside

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; at 0 ℃; for 2h;
DOI:10.1016/j.tetlet.2005.04.088

Reference yield:

: 625824-98-8
methyl 2-azido-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-D-galactopyranoside

: 860011-65-0
methyl (methyl 1-(S)-2,3-di-O-benzoyl-β-D-glucopyranosyluronate)-(1->4)-2-azido-3-O-benzoyl-2-deoxy-6-O-(4-methoxybenzyl)-4-thio-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 99 percent / pyridine / 20 °C

2: 82 percent / sodium cyanoborohydride; 4 Angstroem molecular sieves; trifluoroacetic acid / dimethylformamide / 2 h / 0 °C

3: DMAP / CH₂Cl₂; pyridine / 2.5 h / 0 °C

4: 88 percent / dimethylformamide / 2 h / 0 °C

5: Na / methanol / 0.5 h / 20 °C

6: 67 percent / Cs₂CO₃ / dimethylformamide / 2 h / 0 °C

With dmap; 4 A molecular sieve; sodium; sodium cyanoborohydride; caesium carbonate; trifluoroacetic acid; In pyridine; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2005.04.088

Reference yield:

: 860011-71-8
methyl 2-azido-3-O-benzoyl-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-D-galactopyranoside

: 860011-65-0
methyl (methyl 1-(S)-2,3-di-O-benzoyl-β-D-glucopyranosyluronate)-(1->4)-2-azido-3-O-benzoyl-2-deoxy-6-O-(4-methoxybenzyl)-4-thio-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 82 percent / sodium cyanoborohydride; 4 Angstroem molecular sieves; trifluoroacetic acid / dimethylformamide / 2 h / 0 °C

2: DMAP / CH₂Cl₂; pyridine / 2.5 h / 0 °C

3: 88 percent / dimethylformamide / 2 h / 0 °C

4: Na / methanol / 0.5 h / 20 °C

5: 67 percent / Cs₂CO₃ / dimethylformamide / 2 h / 0 °C

With dmap; 4 A molecular sieve; sodium; sodium cyanoborohydride; caesium carbonate; trifluoroacetic acid; In pyridine; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2005.04.088