benzyl 2-O-benzyl-3-O-p-methoxybenzyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Base Information

• Chemical Name: benzyl 2-O-benzyl-3-O-p-methoxybenzyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
• CAS No.: 1342309-91-4
• Molecular Formula: C₅₆H₅₇NO₁₃
• Molecular Weight: 952.067
• Mol file: 1342309-91-4.mol

Synonyms:benzyl 2-O-benzyl-3-O-p-methoxybenzyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Chemical Property of benzyl 2-O-benzyl-3-O-p-methoxybenzyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2-O-benzyl-3-O-p-methoxybenzyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

There total 3 articles about benzyl 2-O-benzyl-3-O-p-methoxybenzyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 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: 80.0%

benzyl 2-O-benzyl-4,6-O-benzylidene-3-O-p-methoxybenzyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (1342309-90-3) → benzyl 2-O-benzyl-3-O-p-methoxybenzyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (1342309-91-4)

Guidance literature:

With acetic acid; In water; at 40 ℃; for 6h;

DOI:10.1021/ja208390n

Reference yield:

benzyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-beta-D-glucopyranoside (80035-36-5) → benzyl 2-O-benzyl-3-O-p-methoxybenzyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (1342309-91-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 2 h / -60 - 20 °C / Molecular sieve; Inert atmosphere

2: acetic acid / water / 6 h / 40 °C

With 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; acetic acid; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; water;

DOI:10.1021/ja208390n

Reference yield:

methyl 2-O-benzyl-4,6-O-benzylidene-3-O-p-methoxybenzyl-1-thio-α-D-mannopyranoside (177943-74-7) → benzyl 2-O-benzyl-3-O-p-methoxybenzyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (1342309-91-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 2 h / -60 - 20 °C / Molecular sieve; Inert atmosphere

2: acetic acid / water / 6 h / 40 °C

With 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; acetic acid; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; water;

DOI:10.1021/ja208390n

upstream raw materials:

benzyl 2-O-benzyl-4,6-O-benzylidene-3-O-p-methoxybenzyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

benzyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-beta-D-glucopyranoside

methyl 2-O-benzyl-4,6-O-benzylidene-3-O-p-methoxybenzyl-1-thio-α-D-mannopyranoside

Downstream raw materials:

benzyl 2-O-benzyl-6-O-tert-butyldimethylsilyl-3-O-p-methoxybenzyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside