allyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->3)-4,6-O-benzylidene-α-D-mannopyranoside

Base Information

• Chemical Name: allyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->3)-4,6-O-benzylidene-α-D-mannopyranoside
• CAS No.: 612057-03-1
• Molecular Formula: C₅₀H₄₆O₁₅
• Molecular Weight: 886.906
• Mol file: 612057-03-1.mol

Synonyms:allyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->3)-4,6-O-benzylidene-α-D-mannopyranoside

Chemical Property of allyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->3)-4,6-O-benzylidene-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->3)-4,6-O-benzylidene-α-D-mannopyranoside

There total 1 articles about allyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->3)-4,6-O-benzylidene-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: 76.3%

allyl 4,6-di-O-benzylidene-α-D-mannopyranoside (81600-93-3) + 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl trichloroacetimidate (183901-63-5) → allyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->3)-4,6-O-benzylidene-α-D-mannopyranoside (612057-03-1)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 ℃; for 2h;

DOI:10.1016/S0008-6215(03)00267-2

Reference yield: 88.1%

benzoyl chloride (98-88-4) + allyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->3)-4,6-O-benzylidene-α-D-mannopyranoside (612057-03-1) → allyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->3)-2-O-benzoyl-4,6-O-benzylidene-α-D-mannopyranoside (612057-04-2)

Guidance literature:

In pyridine; at 20 ℃; for 12h;

DOI:10.1016/S0008-6215(03)00267-2

Reference yield:

allyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->3)-4,6-O-benzylidene-α-D-mannopyranoside (612057-03-1) → 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->3)-4,6-di-O-acetyl-2-O-benzoyl-α-D-mannopyranosyl trichloroacetimidate (612057-06-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 88.1 percent / pyridine / 12 h / 20 °C

2.1: trifluoroacetic acid; H₂O / 2 h / 20 °C

3.1: pyridine / 12 h / 20 °C

4.1: AcONa; PdCl₂ / acetic acid; H₂O / 12 h

4.2: 83.1 percent / DBU / CH₂Cl₂ / 12 h

With sodium acetate; palladium dichloride; In pyridine; water; acetic acid; trifluoroacetic acid;

DOI:10.1016/S0008-6215(03)00267-2

upstream raw materials:

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

2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl trichloroacetimidate

Downstream raw materials:

allyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->3)-2-O-benzoyl-4,6-O-benzylidene-α-D-mannopyranoside

allyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->3)-4,6-di-O-acetyl-2-O-benzoyl-α-D-mannopyranoside

2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->3)-4,6-di-O-acetyl-2-O-benzoyl-α-D-mannopyranosyl trichloroacetimidate