1,6-di-O-acetyl-3-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-2-deoxy-2-phthalimido-β-D-glucopyranose

Base Information

• Chemical Name: 1,6-di-O-acetyl-3-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-2-deoxy-2-phthalimido-β-D-glucopyranose
• CAS No.: 114363-34-7
• Molecular Formula: C₅₉H₄₉NO₁₉
• Molecular Weight: 1076.03
• Mol file: 114363-34-7.mol

Synonyms:1,6-di-O-acetyl-3-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-2-deoxy-2-phthalimido-β-D-glucopyranose

Chemical Property of 1,6-di-O-acetyl-3-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-2-deoxy-2-phthalimido-β-D-glucopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,6-di-O-acetyl-3-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-2-deoxy-2-phthalimido-β-D-glucopyranose

There total 3 articles about 1,6-di-O-acetyl-3-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-2-deoxy-2-phthalimido-β-D-glucopyranose 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: 75.0%

acetic acid (64-19-7,77671-22-8) + methyl 6-O-acetyl-3-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-2-deoxy-2-phthalimido-β-D-glucopyranoside (111730-29-1) → 1,6-di-O-acetyl-3-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-2-deoxy-2-phthalimido-β-D-glucopyranose (114363-34-7)

Guidance literature:

With sulfuric acid; acetic anhydride; at 5 ℃;

DOI:10.1016/S0040-4020(01)86852-6

Reference yield:

2,3,4,6-tetra-O-benzoyl-α-D-galactopyranosyl bromide (61198-88-7) → 1,6-di-O-acetyl-3-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-2-deoxy-2-phthalimido-β-D-glucopyranose (114363-34-7)

Guidance literature:

Multi-step reaction with 2 steps

1: silver triflate / CH₂Cl₂ / -30 - -25 °C

2: 75 percent / Ac₂O, cc. H₂SO₄ / 5 °C

With sulfuric acid; silver trifluoromethanesulfonate; acetic anhydride; In dichloromethane;

DOI:10.1016/S0040-4020(01)86852-6

Reference yield:

methyl 6-O-acetyl-3-O-benzoyl-2-deoxy-4-O-trityl-2-phthalimido-β-D-glucopyranoside (113369-55-4) → 1,6-di-O-acetyl-3-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-2-deoxy-2-phthalimido-β-D-glucopyranose (114363-34-7)

Guidance literature:

Multi-step reaction with 2 steps

1: silver triflate / CH₂Cl₂ / -30 - -25 °C

2: 75 percent / Ac₂O, cc. H₂SO₄ / 5 °C

With sulfuric acid; silver trifluoromethanesulfonate; acetic anhydride; In dichloromethane;

DOI:10.1016/S0040-4020(01)86852-6

upstream raw materials:

acetic acid

methyl 6-O-acetyl-3-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-2-deoxy-2-phthalimido-β-D-glucopyranoside

2,3,4,6-tetra-O-benzoyl-α-D-galactopyranosyl bromide

methyl 6-O-acetyl-3-O-benzoyl-2-deoxy-4-O-trityl-2-phthalimido-β-D-glucopyranoside

Downstream raw materials:

C₅₇H₄₆BrNO₁₇