allyl 2,3,4-tri-O-benzoyl-β-D-xylopyranosyl-(1-> 4)-2-O-acetyl-3,6-di-O-benzoyl-α-D-mannopyranoside

Base Information

• Chemical Name: allyl 2,3,4-tri-O-benzoyl-β-D-xylopyranosyl-(1-> 4)-2-O-acetyl-3,6-di-O-benzoyl-α-D-mannopyranoside
• CAS No.: 748151-00-0
• Molecular Formula: C₅₁H₄₆O₁₆
• Molecular Weight: 914.917
• Mol file: 748151-00-0.mol

Synonyms:allyl 2,3,4-tri-O-benzoyl-β-D-xylopyranosyl-(1-> 4)-2-O-acetyl-3,6-di-O-benzoyl-α-D-mannopyranoside

Chemical Property of allyl 2,3,4-tri-O-benzoyl-β-D-xylopyranosyl-(1-> 4)-2-O-acetyl-3,6-di-O-benzoyl-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 2,3,4-tri-O-benzoyl-β-D-xylopyranosyl-(1-> 4)-2-O-acetyl-3,6-di-O-benzoyl-α-D-mannopyranoside

There total 3 articles about allyl 2,3,4-tri-O-benzoyl-β-D-xylopyranosyl-(1-> 4)-2-O-acetyl-3,6-di-O-benzoyl-α-D-mannopyranoside 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: 90.0%

2,3,4-tri-O-benzoyl-α-D-xylopyranosyl trichloroacetimidate (432519-23-8) + allyl 2-O-acetyl-3,6-di-O-benzoyl-α-D-mannopyranoside (748150-98-3) → allyl 2,3,4-tri-O-benzoyl-β-D-xylopyranosyl-(1-> 4)-2-O-acetyl-3,6-di-O-benzoyl-α-D-mannopyranoside (748151-00-0)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -10 - 20 ℃; for 3h;

DOI:10.1016/j.carres.2004.04.010

Reference yield:

allyl 3-O-benzoyl-4,6-di-O-benzylidene-α-D-mannopyranoside (743431-96-1) → allyl 2,3,4-tri-O-benzoyl-β-D-xylopyranosyl-(1-> 4)-2-O-acetyl-3,6-di-O-benzoyl-α-D-mannopyranoside (748151-00-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / pyridine / 12 h / 20 °C

2: 80 percent / HOAc / H₂O / 2 h / 70 °C

3: 90 percent / pyridine / CH₂Cl₂ / 8 h / 20 °C

4: 90 percent / TMSOTf / CH₂Cl₂ / 3 h / -10 - 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; acetic acid; In dichloromethane; water;

DOI:10.1016/j.carres.2004.04.010

Reference yield:

allyl 2-O-acetyl-3-O-benzoyl-4,6-O-benzylidene-α-D-mannopyranoside (748150-97-2) → allyl 2,3,4-tri-O-benzoyl-β-D-xylopyranosyl-(1-> 4)-2-O-acetyl-3,6-di-O-benzoyl-α-D-mannopyranoside (748151-00-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / HOAc / H₂O / 2 h / 70 °C

2: 90 percent / pyridine / CH₂Cl₂ / 8 h / 20 °C

3: 90 percent / TMSOTf / CH₂Cl₂ / 3 h / -10 - 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; acetic acid; In dichloromethane; water;

DOI:10.1016/j.carres.2004.04.010

upstream raw materials:

2,3,4-tri-O-benzoyl-α-D-xylopyranosyl trichloroacetimidate

allyl 2-O-acetyl-3,6-di-O-benzoyl-α-D-mannopyranoside

allyl 3-O-benzoyl-4,6-di-O-benzylidene-α-D-mannopyranoside

allyl 2-O-acetyl-3-O-benzoyl-4,6-O-benzylidene-α-D-mannopyranoside

Downstream raw materials:

2,3,4-tri-O-benzoyl-β-D-xylopyranosyl-(1-> 4)-2-O-acetyl-3,6-di-O-benzoyl-α-D-mannopyranose