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

Base Information

• Chemical Name: benzyl methyl 2,3,4-tri-O-benzoyl-β-D-glucopyranosyluronate-(1->3)-2-acetamido-2-deoxy-α-D-galactopyranoside
• CAS No.: 224325-81-9
• Molecular Formula: C₄₃H₄₃NO₁₅
• Molecular Weight: 813.812

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

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

There total 3 articles about benzyl methyl 2,3,4-tri-O-benzoyl-β-D-glucopyranosyluronate-(1->3)-2-acetamido-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: 87.0%

benzyl methyl 2,3,4-tri-O-benzoyl-β-D-glucopyranosyluronate-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside (224325-80-8) → benzyl methyl 2,3,4-tri-O-benzoyl-β-D-glucopyranosyluronate-(1->3)-2-acetamido-2-deoxy-α-D-galactopyranoside (224325-81-9)

Guidance literature:

With water; acetic acid; at 100 ℃; for 0.5h;

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-2-deoxy-α-D-galactopyranoside (224325-81-9)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With 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-2-deoxy-α-D-galactopyranoside (224325-81-9)

Guidance literature:

Multi-step reaction with 2 steps

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

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

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

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

upstream raw materials:

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

Downstream raw materials:

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

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