6-O-((18)O)-benzoyl-1,2:3,4-di-O-isopropylidene-α-D-(6-(18)O)-galactopyranose

Base Information

• Chemical Name: 6-O-((18)O)-benzoyl-1,2:3,4-di-O-isopropylidene-α-D-(6-(18)O)-galactopyranose
• CAS No.: 1270166-62-5
• Molecular Formula: C₁₉H₂₄O₇
• Molecular Weight: 368.397
• Mol file: 1270166-62-5.mol

Synonyms:6-O-((18)O)-benzoyl-1,2:3,4-di-O-isopropylidene-α-D-(6-(18)O)-galactopyranose

Chemical Property of 6-O-((18)O)-benzoyl-1,2:3,4-di-O-isopropylidene-α-D-(6-(18)O)-galactopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-O-((18)O)-benzoyl-1,2:3,4-di-O-isopropylidene-α-D-(6-(18)O)-galactopyranose

There total 2 articles about 6-O-((18)O)-benzoyl-1,2:3,4-di-O-isopropylidene-α-D-(6-(18)O)-galactopyranose 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: 50.0%

[18(O)2]-benzoic acid (17217-84-4) + 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4064-06-6) → 6-O-((18)O)-benzoyl-1,2:3,4-di-O-isopropylidene-α-D-(6-(18)O)-galactopyranose (1270166-62-5)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; at 20 ℃; Cooling with ice;

DOI:10.1021/ja109199p

Reference yield:

D-Galactose (59-23-4) → 6-O-((18)O)-benzoyl-1,2:3,4-di-O-isopropylidene-α-D-(6-(18)O)-galactopyranose (1270166-62-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sulfuric acid; zinc(II) chloride / 20 h / 20 °C

1.2: 0.17 h

2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 20 °C / Cooling with ice

With sulfuric acid; triphenylphosphine; zinc(II) chloride; diethylazodicarboxylate; In tetrahydrofuran; toluene;

DOI:10.1021/ja109199p

Reference yield: 80.0%

6-O-((18)O)-benzoyl-1,2:3,4-di-O-isopropylidene-α-D-(6-(18)O)-galactopyranose (1270166-62-5) + acetic anhydride (108-24-7) → 1,2,3,4-tetra-O-acetyl-6-O-((18)O)benzoyl-D-(6-(18)O)-galactopyranose (1270166-64-7)

Guidance literature:

6-O-((18)O)-benzoyl-1,2:3,4-di-O-isopropylidene-α-D-(6-(18)O)-galactopyranose; With acetic acid; In water; at 75 ℃; for 0.5h;

acetic anhydride; With pyridine; at 20 ℃;

DOI:10.1021/ja109199p

upstream raw materials:

[¹⁸(O)₂]-benzoic acid

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

D-Galactose

Downstream raw materials:

8-fluoro-4-methylumbelliferyl 2,3,4-tri-O-acetyl-6-O-((18)O)benzoyl-β-D-(6-(18)O)-galactopyranoside

1,2,3,4-tetra-O-acetyl-6-O-(⁽¹⁸⁾O)benzoyl-D-(6-⁽¹⁸⁾O)-galactopyranose