allyl O-(2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranosyl)-(1→6)-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside

Base Information

• Chemical Name: allyl O-(2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranosyl)-(1→6)-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside
• CAS No.: 346441-53-0
• Molecular Formula: C₅₇H₅₈O₁₃
• Molecular Weight: 951.08
• Mol file: 346441-53-0.mol

Synonyms:allyl O-(2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranosyl)-(1→6)-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside

Chemical Property of allyl O-(2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranosyl)-(1→6)-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl O-(2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranosyl)-(1→6)-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside

There total 17 articles about allyl O-(2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranosyl)-(1→6)-2-O-benzoyl-3,4-di-O-benzyl-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: 96.0%

allyl 6-O-[2-O-benzoyl-3,4-di-O-benzyl-6-O-(triisopropylsilyl)-α-D-mannopyranosyl]-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside (915150-07-1) → allyl O-(2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranosyl)-(1→6)-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside (346441-53-0)

Guidance literature:

With acetyl chloride; In methanol; dichloromethane; at 20 ℃; for 2.5h;

DOI:10.1021/jo061233x

Reference yield: 95.6%

allyl 6-O-acetyl-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranosyl-(1->6)-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside (346441-52-9) → allyl O-(2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranosyl)-(1→6)-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside (346441-53-0)

Guidance literature:

With hydrogenchloride; In methanol; at 20 ℃; for 14h;

DOI:10.1016/S0008-6215(01)00059-3

Reference yield: 75.0%

dibutyl-(2-O-benzoyl-3,4-di-O-benzyl-6-O-triisopropylsilyl-α-D-mannopyranosyl) phosphate (1092958-76-3) + 1-O-allyl-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranose (346441-51-8) → allyl O-(2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranosyl)-(1→6)-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside (346441-53-0)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/acs.joc.8b02944

upstream raw materials:

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

allyl 6-O-[2-O-benzoyl-3,4-di-O-benzyl-6-O-(triisopropylsilyl)-α-D-mannopyranosyl]-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside

2,3,4,6-Tetra-O-benzoyl-α-D-mannopyranosyl bromide

3,4-di-O-benzyl-1,2-O-(α-methoxybenzylidene)-6-O-(triisopropylsilyl)-β-D-mannopyranose

Downstream raw materials:

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