methyl 4-O-acetyl-2,6-di-O-benzyl-3-deoxy-β-D-xylo-hexopyranoside

Base Information

• Chemical Name: methyl 4-O-acetyl-2,6-di-O-benzyl-3-deoxy-β-D-xylo-hexopyranoside
• CAS No.: 754224-21-0
• Molecular Formula: C₂₃H₂₈O₆
• Molecular Weight: 400.472
• Mol file: 754224-21-0.mol

Synonyms:methyl 4-O-acetyl-2,6-di-O-benzyl-3-deoxy-β-D-xylo-hexopyranoside

Chemical Property of methyl 4-O-acetyl-2,6-di-O-benzyl-3-deoxy-β-D-xylo-hexopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-O-acetyl-2,6-di-O-benzyl-3-deoxy-β-D-xylo-hexopyranoside

There total 3 articles about methyl 4-O-acetyl-2,6-di-O-benzyl-3-deoxy-β-D-xylo-hexopyranoside 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: 71.0%

methyl 4-O-acetyl-2,6-di-O-benzyl-3-O-phenoxythiocarbonyl-β-D-galactopyranoside (754224-79-8) → methyl 4-O-acetyl-2,6-di-O-benzyl-3-deoxy-β-D-xylo-hexopyranoside (754224-21-0)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 70 ℃; for 5h;

DOI:10.1071/CH03185

Reference yield:

methyl 2,6-di-O-benzyl-β-D-galactopyranoside (53685-11-3,58341-66-5,86342-20-3,95015-48-8,100662-78-0,51842-27-4) → methyl 4-O-acetyl-2,6-di-O-benzyl-3-deoxy-β-D-xylo-hexopyranoside (754224-21-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: trifluoroacetic acid / CHCl₃ / 0.08 h / 20 °C

1.2: 95 percent / H₂O / CHCl₃; acetonitrile / 0.5 h / 20 °C

2.1: 70 percent / pyridine / CH₂Cl₂ / 4 h / 20 °C

3.1: 71 percent / tributyltin hydride; 2,2'-azobis(isobutyronitrile) / toluene / 5 h / 70 °C

With pyridine; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; trifluoroacetic acid; In dichloromethane; chloroform; toluene; 3.1: Barton-McCombie deoxygenation;

DOI:10.1071/CH03185

Reference yield:

methyl 4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside (127563-77-3,102854-33-1) → methyl 4-O-acetyl-2,6-di-O-benzyl-3-deoxy-β-D-xylo-hexopyranoside (754224-21-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / pyridine / CH₂Cl₂ / 4 h / 20 °C

2: 71 percent / tributyltin hydride; 2,2'-azobis(isobutyronitrile) / toluene / 5 h / 70 °C

With pyridine; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In dichloromethane; toluene; 2: Barton-McCombie deoxygenation;

DOI:10.1071/CH03185

upstream raw materials:

methyl 4-O-acetyl-2,6-di-O-benzyl-3-O-phenoxythiocarbonyl-β-D-galactopyranoside

methyl 2,6-di-O-benzyl-β-D-galactopyranoside

methyl 4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside

Downstream raw materials:

methyl 2,6-di-O-benzyl-3-deoxy-β-D-xylo-hexopyranoside