benzyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-O-(3,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1<*>6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Base Information

• Chemical Name: benzyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-O-(3,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1<*>6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside
• CAS No.: 79999-52-3
• Molecular Formula: C₆₆H₇₁NO₂₃
• Molecular Weight: 1246.28
• Mol file: 79999-52-3.mol

Synonyms:benzyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-O-(3,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1<*>6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Chemical Property of benzyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-O-(3,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1<*>6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-O-(3,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1<*>6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

There total 3 articles about benzyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-O-(3,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1<*>6)-2,3,4-tri-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: 63.0%

3,6-di-O-acetyl-2-deoxy-2-phthalimido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl bromide (76542-63-7) + benzyl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-α-D-mannopyranoside (78561-22-5,39687-22-4) → benzyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-O-(3,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1<*>6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside (79999-52-3)

Guidance literature:

With calcium sulfate; molecular sieve; silver trifluoromethanesulfonate; In nitromethane; at 0 ℃; for 0.166667h;

DOI:10.1016/S0008-6215(00)87154-2

Reference yield:

benzyl 6-O-triphenylmethyl-α-D-mannopyranoside (77455-30-2) → benzyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-O-(3,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1<*>6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside (79999-52-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / sodium hydride / dimethylformamide / 1.) room temp, 1 h; 2.) room temp. 3.5 h

2: 63 percent / molecular sieves, Drierite/silver trifluoromethanesulfonate / nitromethane / 0.17 h / 0 °C

With calcium sulfate; molecular sieve; silver trifluoromethanesulfonate; sodium hydride; In nitromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(00)87154-2

Reference yield:

benzyl bromide (100-39-0) → benzyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-O-(3,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1<*>6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside (79999-52-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / sodium hydride / dimethylformamide / 1.) room temp, 1 h; 2.) room temp. 3.5 h

2: 63 percent / molecular sieves, Drierite/silver trifluoromethanesulfonate / nitromethane / 0.17 h / 0 °C

With calcium sulfate; molecular sieve; silver trifluoromethanesulfonate; sodium hydride; In nitromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(00)87154-2

upstream raw materials:

3,6-di-O-acetyl-2-deoxy-2-phthalimido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl bromide

benzyl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-α-D-mannopyranoside

benzyl 6-O-triphenylmethyl-α-D-mannopyranoside

benzyl bromide

Downstream raw materials:

benzyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-O-(2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1<*>6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

benzyl O-β-D-galactopyranosyl-(1<*>4)-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1<*>6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside