benzyl methyl 2,3,4-tri-O-benzoyl-β-D-glucopyranosyluronate-(1->3)-2-acetamido-6-O-benzoyl-2-deoxy-α-D-galactopyranoside

Base Information

• Chemical Name: benzyl methyl 2,3,4-tri-O-benzoyl-β-D-glucopyranosyluronate-(1->3)-2-acetamido-6-O-benzoyl-2-deoxy-α-D-galactopyranoside
• CAS No.: 224325-82-0
• Molecular Formula: C₅₀H₄₇NO₁₆
• Molecular Weight: 917.92

Synonyms:benzyl methyl 2,3,4-tri-O-benzoyl-β-D-glucopyranosyluronate-(1->3)-2-acetamido-6-O-benzoyl-2-deoxy-α-D-galactopyranoside

Chemical Property of benzyl methyl 2,3,4-tri-O-benzoyl-β-D-glucopyranosyluronate-(1->3)-2-acetamido-6-O-benzoyl-2-deoxy-α-D-galactopyranoside

Chemical Property:

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Technology Process of benzyl methyl 2,3,4-tri-O-benzoyl-β-D-glucopyranosyluronate-(1->3)-2-acetamido-6-O-benzoyl-2-deoxy-α-D-galactopyranoside

There total 4 articles about benzyl methyl 2,3,4-tri-O-benzoyl-β-D-glucopyranosyluronate-(1->3)-2-acetamido-6-O-benzoyl-2-deoxy-α-D-galactopyranoside 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: 93.0%

benzoyl cyanide (613-90-1) + benzyl methyl 2,3,4-tri-O-benzoyl-β-D-glucopyranosyluronate-(1->3)-2-acetamido-2-deoxy-α-D-galactopyranoside (224325-81-9) → benzyl methyl 2,3,4-tri-O-benzoyl-β-D-glucopyranosyluronate-(1->3)-2-acetamido-6-O-benzoyl-2-deoxy-α-D-galactopyranoside (224325-82-0)

Guidance literature:

With pyridine; for 16h; Ambient temperature;

DOI:10.1016/S0008-6215(98)00298-5

Reference yield:

methyl 2,3,4-tri-O-benzoyl-1-bromo-1-deoxy-α-D-glucopyranuronate (103674-69-7) → benzyl methyl 2,3,4-tri-O-benzoyl-β-D-glucopyranosyluronate-(1->3)-2-acetamido-6-O-benzoyl-2-deoxy-α-D-galactopyranoside (224325-82-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / MS 4A, silver triflate / CH₂Cl₂ / 4 h / Ambient temperature

2: 87 percent / AcOH, H₂O / 0.5 h / 100 °C

3: 93 percent / pyridine / 16 h / Ambient temperature

With pyridine; water; silver trifluoromethanesulfonate; acetic acid; In dichloromethane;

DOI:10.1016/S0008-6215(98)00298-5

Reference yield:

benzyl 2-acetamide-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside (117182-56-6) → benzyl methyl 2,3,4-tri-O-benzoyl-β-D-glucopyranosyluronate-(1->3)-2-acetamido-6-O-benzoyl-2-deoxy-α-D-galactopyranoside (224325-82-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / MS 4A, silver triflate / CH₂Cl₂ / 4 h / Ambient temperature

2: 87 percent / AcOH, H₂O / 0.5 h / 100 °C

3: 93 percent / pyridine / 16 h / Ambient temperature

With pyridine; water; silver trifluoromethanesulfonate; acetic acid; In dichloromethane;

DOI:10.1016/S0008-6215(98)00298-5

upstream raw materials:

benzoyl cyanide

benzyl methyl 2,3,4-tri-O-benzoyl-β-D-glucopyranosyluronate-(1->3)-2-acetamido-2-deoxy-α-D-galactopyranoside

methyl 2,3,4-tri-O-benzoyl-1-bromo-1-deoxy-α-D-glucopyranuronate

benzyl 2-acetamide-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

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