benzyl 3-O-(2-azido-3-O-benzoyl-2-deoxy-β-D-mannopyranosyl)-2-acetamido-4,6-di-O-benzoyl-2-deoxy-α-D-glucopyranoside

Base Information

Chemical Name:benzyl 3-O-(2-azido-3-O-benzoyl-2-deoxy-β-D-mannopyranosyl)-2-acetamido-4,6-di-O-benzoyl-2-deoxy-α-D-glucopyranoside
CAS No.:196935-59-8
Molecular Formula:C₄₂H₄₂N₄O₁₃
Molecular Weight:810.814
Hs Code.:

Synonyms:benzyl 3-O-(2-azido-3-O-benzoyl-2-deoxy-β-D-mannopyranosyl)-2-acetamido-4,6-di-O-benzoyl-2-deoxy-α-D-glucopyranoside

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Chemical Property of benzyl 3-O-(2-azido-3-O-benzoyl-2-deoxy-β-D-mannopyranosyl)-2-acetamido-4,6-di-O-benzoyl-2-deoxy-α-D-glucopyranoside

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Technology Process of benzyl 3-O-(2-azido-3-O-benzoyl-2-deoxy-β-D-mannopyranosyl)-2-acetamido-4,6-di-O-benzoyl-2-deoxy-α-D-glucopyranoside

There total 10 articles about benzyl 3-O-(2-azido-3-O-benzoyl-2-deoxy-β-D-mannopyranosyl)-2-acetamido-4,6-di-O-benzoyl-2-deoxy-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: 94.0%

: benzyl 3-O-(2-azido-4,6-O-benzylidene-3-O-benzoyl-2-deoxy-β-D-mannopyranosyl)-2-acetamido-4,6-di-O-benzoyl-2-deoxy-α-D-glucopyranoside

: 196935-59-8
benzyl 3-O-(2-azido-3-O-benzoyl-2-deoxy-β-D-mannopyranosyl)-2-acetamido-4,6-di-O-benzoyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: With acetic acid; at 70 ℃; for 2.5h;

Reference yield:

: 98-88-4
benzoyl chloride

: 196935-59-8
benzyl 3-O-(2-azido-3-O-benzoyl-2-deoxy-β-D-mannopyranosyl)-2-acetamido-4,6-di-O-benzoyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine / 24 h / 20 °C

2: HCl/MeOH / CH₂Cl₂ / 48 h / Ambient temperature

3: TsOH*H₂O / toluene / 4 h

4: 89 percent / imidazole / CH₂Cl₂ / 1.) reflux, 8 h, 2.) room temperature, 16 h

5: 1.) pyridine, 2.) NaN₃, 18-crown-6 / 1.) CH₂Cl₂, 0 deg C, 18 h, 2.) DMF, 1 d

6: 94 percent / aq. AcOH / 2.5 h / 70 °C

With pyridine; 1H-imidazole; hydrogenchloride; methanol; sodium azide; 18-crown-6 ether; toluene-4-sulfonic acid; acetic acid; In dichloromethane; toluene;

Reference yield:

: 13343-63-0
benzyl 4,6-O-benzylidene-2-acetylamino-2-deoxy-α-D-glucopyranoside

: 196935-59-8
benzyl 3-O-(2-azido-3-O-benzoyl-2-deoxy-β-D-mannopyranosyl)-2-acetamido-4,6-di-O-benzoyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 85 percent / Hg(CN)2, HgBr₂ / CH₂Cl₂ / 1.) reflux, 4 h, 2.) room temperature, 16 h

2: aq. AcOH / 2 h / 70 °C

3: pyridine / 24 h / 20 °C

4: HCl/MeOH / CH₂Cl₂ / 48 h / Ambient temperature

5: TsOH*H₂O / toluene / 4 h

6: 89 percent / imidazole / CH₂Cl₂ / 1.) reflux, 8 h, 2.) room temperature, 16 h

7: 1.) pyridine, 2.) NaN₃, 18-crown-6 / 1.) CH₂Cl₂, 0 deg C, 18 h, 2.) DMF, 1 d

8: 94 percent / aq. AcOH / 2.5 h / 70 °C

With pyridine; 1H-imidazole; hydrogenchloride; methanol; sodium azide; 18-crown-6 ether; mercury(II) cyanide; toluene-4-sulfonic acid; acetic acid; mercury dibromide; In dichloromethane; toluene;