benzyl 3,6-di-O-acetyl-2-azido-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranoside

Base Information

Chemical Name:benzyl 3,6-di-O-acetyl-2-azido-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranoside
CAS No.:92840-70-5
Molecular Formula:C₃₁H₃₉N₃O₁₆
Molecular Weight:709.661
Hs Code.:

Synonyms:benzyl 3,6-di-O-acetyl-2-azido-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranoside

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Chemical Property of benzyl 3,6-di-O-acetyl-2-azido-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranoside

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Technology Process of benzyl 3,6-di-O-acetyl-2-azido-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranoside

There total 4 articles about benzyl 3,6-di-O-acetyl-2-azido-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-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: 66.0%

: 225242-63-7
3,6-di-O-acetyl-2-azido-2-deoxy-4-O-(tetra-O-acetyl-β-D-glucopyranosyl)-α-β-D-glucopyranosyl nitrate

: 100-51-6,185532-71-2
benzyl alcohol

: 92840-70-5
benzyl 3,6-di-O-acetyl-2-azido-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranoside

Guidance literature:: With 2,4,6-trimethyl-pyridine; tetrabutylammomium bromide; In dichloromethane; for 48h;
DOI:10.1016/0008-6215(84)85270-2

Reference yield: 42.0%

: 92840-69-2
3,6-di-O-acetyl-2-azido-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranosyl chloride

: 100-51-6,185532-71-2
benzyl alcohol

: 91852-34-5
benzyl 3,6-di-O-acetyl-2-azido-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-glucopyranoside

: 92840-70-5
benzyl 3,6-di-O-acetyl-2-azido-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranoside

Guidance literature:: With calcium sulfate; silver trifluoromethanesulfonate; silver carbonate; In dichloromethane; at 0 ℃; for 18h;
DOI:10.1016/0008-6215(84)85270-2

Reference yield:

: 67314-36-7
3,6-di-O-acetyl-4-[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl]-2-deoxy-D-arabino-hex-1-enopyranose

: 92840-70-5
benzyl 3,6-di-O-acetyl-2-azido-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 25.5 percent / ceric ammonium nitrate, sodium azide / acetonitrile / 8 h / -20 - -15 °C

2: 84 percent / tetraethylammoinium chloride / acetonitrile / 6 h

3: 42 percent / silver triflate, silver carbonate, Drierite / CH₂Cl₂ / 18 h / 0 °C

With calcium sulfate; sodium azide; ammonium cerium(IV) nitrate; tetraethylammonium chloride; silver trifluoromethanesulfonate; silver carbonate; In dichloromethane; acetonitrile;
DOI:10.1016/0008-6215(84)85270-2