[2-(benzoyl-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-amino)-acetylamino]-acetic acid methyl ester

Base Information

Chemical Name:[2-(benzoyl-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-amino)-acetylamino]-acetic acid methyl ester
CAS No.:577785-10-5
Molecular Formula:C₂₆H₃₂N₂O₁₃
Molecular Weight:580.546
Hs Code.:

Synonyms:[2-(benzoyl-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-amino)-acetylamino]-acetic acid methyl ester

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Chemical Property of [2-(benzoyl-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-amino)-acetylamino]-acetic acid methyl ester

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Technology Process of [2-(benzoyl-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-amino)-acetylamino]-acetic acid methyl ester

There total 4 articles about [2-(benzoyl-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-amino)-acetylamino]-acetic acid methyl ester 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: 49.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 41355-50-4,51642-81-0,58484-22-3,70128-27-7,70145-20-9,94482-21-0,98300-76-6
2,3,4,6-tetra-O-acetyl-D-glucosyl-1-amine

: 39687-95-1
isocyanoacetic acid methyl ester

: 65-85-0,8013-63-6
benzoic acid

: 577785-10-5
[2-(benzoyl-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-amino)-acetylamino]-acetic acid methyl ester

Guidance literature:: In methanol; at 20 ℃; for 24h;
DOI:10.1021/jo034336d

Reference yield:

: 572-09-8
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

: 577785-10-5
[2-(benzoyl-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-amino)-acetylamino]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 36.9 g / sodium azide; tetrabutylammonium hydrogen sulfate; NaHCO₃ / CH₂Cl₂ / 3 h / 20 °C

2: 67 percent / H₂ / Pd-C / ethanol / 24 h / 2280 Torr

3: 49 percent / methanol / 24 h / 20 °C

With sodium azide; hydrogen; tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate; palladium on activated charcoal; In methanol; ethanol; dichloromethane; 3: Ugi condensation;
DOI:10.1021/jo034336d

Reference yield:

: 604-69-3
β-D-glucose pentaacetate

: 577785-10-5
[2-(benzoyl-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-amino)-acetylamino]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: hydrogen bromide; acetic acid / 2.4 h / 0 °C

2: 36.9 g / sodium azide; tetrabutylammonium hydrogen sulfate; NaHCO₃ / CH₂Cl₂ / 3 h / 20 °C

3: 67 percent / H₂ / Pd-C / ethanol / 24 h / 2280 Torr

4: 49 percent / methanol / 24 h / 20 °C

With sodium azide; hydrogen bromide; hydrogen; tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate; acetic acid; palladium on activated charcoal; In methanol; ethanol; dichloromethane; 4: Ugi condensation;
DOI:10.1021/jo034336d