3,6-di-O-acetyl-2-azido-2-deoxy-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranosyl trichloroacetimidate

Base Information

Chemical Name:3,6-di-O-acetyl-2-azido-2-deoxy-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranosyl trichloroacetimidate
CAS No.:796873-36-4
Molecular Formula:C₄₆H₄₁Cl₃N₄O₁₆
Molecular Weight:1012.21
Hs Code.:

Synonyms:3,6-di-O-acetyl-2-azido-2-deoxy-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranosyl trichloroacetimidate

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

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

There total 6 articles about 3,6-di-O-acetyl-2-azido-2-deoxy-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranosyl trichloroacetimidate 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: 28.0%

: 545-06-2
trichloroacetonitrile

: 3,6-di-O-acetyl-2-azido-2-deoxy-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-D-glucopyranose

: 796873-36-4
3,6-di-O-acetyl-2-azido-2-deoxy-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranosyl trichloroacetimidate

Guidance literature:: With potassium carbonate; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1016/j.carres.2004.07.018

Reference yield:

: 104707-00-8
methyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-glucopyranoside

: 796873-36-4
3,6-di-O-acetyl-2-azido-2-deoxy-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 5 steps

1: 17 percent / N-idosuccinimide; silver triflate / CH₂Cl₂

2: 100 percent / pyridine / 12 h / 20 °C

3: 100 percent / TFA / 12 h / 20 °C

4: 100 percent / benzylamine / tetrahydrofuran

5: 28 percent / K₂CO₃ / CH₂Cl₂ / 12 h / 20 °C

With pyridine; N-iodo-succinimide; silver trifluoromethanesulfonate; potassium carbonate; benzylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.carres.2004.07.018

Reference yield:

: 67546-20-7
1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose

: 796873-36-4
3,6-di-O-acetyl-2-azido-2-deoxy-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 5 steps

1: 17 percent / N-idosuccinimide; silver triflate / CH₂Cl₂

2: 100 percent / pyridine / 12 h / 20 °C

3: 100 percent / TFA / 12 h / 20 °C

4: 100 percent / benzylamine / tetrahydrofuran

5: 28 percent / K₂CO₃ / CH₂Cl₂ / 12 h / 20 °C

With pyridine; N-iodo-succinimide; silver trifluoromethanesulfonate; potassium carbonate; benzylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.carres.2004.07.018