benzyl 2,6-di-O-[3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl]-4-O-acetyl-3-O-benzyl-α-D-mannopyranoside

Base Information

Chemical Name:benzyl 2,6-di-O-[3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl]-4-O-acetyl-3-O-benzyl-α-D-mannopyranoside
CAS No.:865489-03-8
Molecular Formula:C₅₀H₆₄N₂O₂₃
Molecular Weight:1061.06
Hs Code.:

Synonyms:benzyl 2,6-di-O-[3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl]-4-O-acetyl-3-O-benzyl-α-D-mannopyranoside

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Chemical Property of benzyl 2,6-di-O-[3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl]-4-O-acetyl-3-O-benzyl-α-D-mannopyranoside

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Technology Process of benzyl 2,6-di-O-[3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl]-4-O-acetyl-3-O-benzyl-α-D-mannopyranoside

There total 9 articles about benzyl 2,6-di-O-[3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl]-4-O-acetyl-3-O-benzyl-α-D-mannopyranoside 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:

: C₄₆H₆₀N₂O₂₁

: 108-24-7
acetic anhydride

: 865489-03-8
benzyl 2,6-di-O-[3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl]-4-O-acetyl-3-O-benzyl-α-D-mannopyranoside

Guidance literature:: With pyridine; at 20 ℃;
DOI:10.1016/j.bmc.2011.05.047

Reference yield:

: 865488-98-8
benzyl 3-O-benzyl-2-O-[3,4,6-tri-O-acetyl-2-deoxy-2-(N-phthalimido)-β-D-glucopyranosyl]-α-D-mannopyranoside

: 865489-03-8
benzyl 2,6-di-O-[3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl]-4-O-acetyl-3-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

2: pyridine / 2 h / 20 °C

3: pyridinium p-toluenesulfonate / methanol / 2 h / 50 °C

4: silver trifluoromethanesulfonate / nitromethane / 2.5 h / -20 - 20 °C

5: hydrazine hydrate / ethanol; water / 4 h / Reflux

6: pyridine / 20 °C

With pyridine; 1H-imidazole; silver trifluoromethanesulfonate; pyridinium p-toluenesulfonate; hydrazine hydrate; In methanol; nitromethane; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.05.047

Reference yield:

: 865488-82-0
benzyl 3-O-benzyl-4,6-O-benzylidiene-2-O-[3,4,6-tri-O-acetyl-2-deoxy-2-(N-phthalimido)-β-D-glucopyranosyl]-α-D-mannopyranoside

: 865489-03-8
benzyl 2,6-di-O-[3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl]-4-O-acetyl-3-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: water; acetic acid / 2 h / 55 °C

2: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

3: pyridine / 2 h / 20 °C

4: pyridinium p-toluenesulfonate / methanol / 2 h / 50 °C

5: silver trifluoromethanesulfonate / nitromethane / 2.5 h / -20 - 20 °C

6: hydrazine hydrate / ethanol; water / 4 h / Reflux

7: pyridine / 20 °C

With pyridine; 1H-imidazole; water; silver trifluoromethanesulfonate; pyridinium p-toluenesulfonate; hydrazine hydrate; acetic acid; In methanol; nitromethane; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.05.047