2,3,5-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-D-galactono-1,4-lactone

Base Information

• Chemical Name: 2,3,5-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-D-galactono-1,4-lactone
• CAS No.: 123783-57-3
• Molecular Formula: C₄₁H₄₀O₁₈
• Molecular Weight: 820.758
• Mol file: 123783-57-3.mol

Synonyms:2,3,5-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-D-galactono-1,4-lactone

Chemical Property of 2,3,5-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-D-galactono-1,4-lactone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,5-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-D-galactono-1,4-lactone

There total 5 articles about 2,3,5-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-D-galactono-1,4-lactone 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: 77.0%

2,3,5-tri-O-benzoyl-6-O-trityl-D-galactono-1,4-lactone (104826-50-8) + β-D-glucose pentaacetate (604-69-3) → 2,3,5-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-D-galactono-1,4-lactone (123783-57-3)

Guidance literature:

tin(IV) chloride; In acetonitrile; for 24h;

DOI:10.1016/0008-6215(89)84087-X

Reference yield: 47.0%

2,3,5-tri-O-benzoyl-6-O-trityl-D-galactono-1,4-lactone (104826-50-8) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → 2,3,5-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-D-galactono-1,4-lactone (123783-57-3)

Guidance literature:

silver trifluoromethanesulfonate; In dichloromethane; for 2h; Ambient temperature; dark;

DOI:10.1016/0008-6215(89)84087-X

Reference yield:

benzoyl chloride (98-88-4) → 2,3,5-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-D-galactono-1,4-lactone (123783-57-3)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 3 h / Ambient temperature

2: 47 percent / silver triflate / CH₂Cl₂ / 2 h / Ambient temperature; dark

With pyridine; silver trifluoromethanesulfonate; In dichloromethane;

DOI:10.1016/0008-6215(89)84087-X

upstream raw materials:

2,3,5-tri-O-benzoyl-6-O-trityl-D-galactono-1,4-lactone

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

β-D-glucose pentaacetate

benzoyl chloride

Downstream raw materials:

2,3,5-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-galactofuranose