3,4,6-tri-O-benzoyl-α-D-mannopyranose 1,2-(allyl 3,4,6-tri-O-benzoyl-α-D-mannopyranosid-2-yl orthoacetate)

Base Information

• Chemical Name: 3,4,6-tri-O-benzoyl-α-D-mannopyranose 1,2-(allyl 3,4,6-tri-O-benzoyl-α-D-mannopyranosid-2-yl orthoacetate)
• CAS No.: 431981-86-1
• Molecular Formula: C₅₉H₅₂O₁₈
• Molecular Weight: 1049.05
• Mol file: 431981-86-1.mol

Synonyms:3,4,6-tri-O-benzoyl-α-D-mannopyranose 1,2-(allyl 3,4,6-tri-O-benzoyl-α-D-mannopyranosid-2-yl orthoacetate)

Chemical Property of 3,4,6-tri-O-benzoyl-α-D-mannopyranose 1,2-(allyl 3,4,6-tri-O-benzoyl-α-D-mannopyranosid-2-yl orthoacetate)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4,6-tri-O-benzoyl-α-D-mannopyranose 1,2-(allyl 3,4,6-tri-O-benzoyl-α-D-mannopyranosid-2-yl orthoacetate)

There total 1 articles about 3,4,6-tri-O-benzoyl-α-D-mannopyranose 1,2-(allyl 3,4,6-tri-O-benzoyl-α-D-mannopyranosid-2-yl orthoacetate) 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:

3,4,6-tri-O-benzoyl-α-D-mannopyranose 1,2-(allyl orthoacetate) (324041-18-1) → allyl 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranoside (324041-42-1) + allyl (2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzoyl-α-D-mannopyranoside (324041-19-2) + 3,4,6-tri-O-benzoyl-α-D-mannopyranose 1,2-(allyl 3,4,6-tri-O-benzoyl-α-D-mannopyranosid-2-yl orthoacetate) (431981-86-1)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -42 ℃; for 3h;

DOI:10.1016/S0008-6215(02)00011-3

Reference yield: 90.0%

3,4,6-tri-O-benzoyl-α-D-mannopyranose 1,2-(allyl 3,4,6-tri-O-benzoyl-α-D-mannopyranosid-2-yl orthoacetate) (431981-86-1) → allyl (2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzoyl-α-D-mannopyranoside (324041-19-2)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -42 ℃; for 3h;

DOI:10.1016/S0008-6215(02)00011-3

Reference yield:

3,4,6-tri-O-benzoyl-α-D-mannopyranose 1,2-(allyl 3,4,6-tri-O-benzoyl-α-D-mannopyranosid-2-yl orthoacetate) (431981-86-1) → allyl (3,4,6-tri-O-benzoyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzoyl-α-D-mannopyranoside (324041-21-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / Me₃SiOTf / CH₂Cl₂ / 3 h / -42 °C

2: 85 percent / CH₃COCl / methanol / 3 h / 40 °C

With trimethylsilyl trifluoromethanesulfonate; acetyl chloride; In methanol; dichloromethane;

DOI:10.1016/S0008-6215(02)00011-3

upstream raw materials:

3,4,6-tri-O-benzoyl-α-D-mannopyranose 1,2-(allyl orthoacetate)

Downstream raw materials:

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

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

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