Methyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->6)-O-(2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->6)-2,4-di-O-benzyl-3-deoxy-α-D-ribo-hexopyranoside

Base Information

• Chemical Name: Methyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->6)-O-(2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->6)-2,4-di-O-benzyl-3-deoxy-α-D-ribo-hexopyranoside
• CAS No.: 145149-89-9
• Molecular Formula: C₇₇H₈₄O₁₆
• Molecular Weight: 1265.5
• Mol file: 145149-89-9.mol

Synonyms:Methyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->6)-O-(2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->6)-2,4-di-O-benzyl-3-deoxy-α-D-ribo-hexopyranoside

Chemical Property of Methyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->6)-O-(2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->6)-2,4-di-O-benzyl-3-deoxy-α-D-ribo-hexopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->6)-O-(2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->6)-2,4-di-O-benzyl-3-deoxy-α-D-ribo-hexopyranoside

There total 6 articles about Methyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->6)-O-(2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->6)-2,4-di-O-benzyl-3-deoxy-α-D-ribo-hexopyranoside 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: 83.0%

Methyl 2,4-di-O-benzyl-3-deoxy-α-D-ribo-hexopyranoside (145149-83-3) + O-(6-O-Acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranosyl chloride (145149-77-5) → Methyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->6)-O-(2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->6)-2,4-di-O-benzyl-3-deoxy-α-D-ribo-hexopyranoside (145149-89-9)

Guidance literature:

With 2,4,6-trimethyl-pyridine; silver perchlorate; In diethyl ether; at -30 ℃;

DOI:10.1016/S0008-6215(00)90923-6

Reference yield:

methyl 2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside (76375-66-1) → Methyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->6)-O-(2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->6)-2,4-di-O-benzyl-3-deoxy-α-D-ribo-hexopyranoside (145149-89-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 93 percent / N-hydroxysuccinimide, pyridine / toluene / 1 h / 80 °C

2: 94 percent / 2,2'-azobis(2-methylpropionitrile), tributyltin hydride / toluene / 4 h / 110 °C

3: 1) a) borane-trimethylamine complex, molecular sieves 4 Angstroem, b) AlCl₃, 2) pyridine / 1) a) toluene, 30 min., b) 0 deg C, 1 h, 2) overnight

4: 53 percent

5: 83 percent / 2,4,6-trimethylpyridine, Ag-perchlorate / diethyl ether / -30 °C

With pyridine; 2,4,6-trimethyl-pyridine; 1-hydroxy-pyrrolidine-2,5-dione; aluminium trichloride; 2,2'-azobis(isobutyronitrile); trimethylamine-borane; 4 A molecular sieve; tri-n-butyl-tin hydride; silver perchlorate; In diethyl ether; toluene;

DOI:10.1016/S0008-6215(00)90923-6

Reference yield:

Methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-ribo-hexopyranoside (138665-01-7) → Methyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->6)-O-(2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->6)-2,4-di-O-benzyl-3-deoxy-α-D-ribo-hexopyranoside (145149-89-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) a) borane-trimethylamine complex, molecular sieves 4 Angstroem, b) AlCl₃, 2) pyridine / 1) a) toluene, 30 min., b) 0 deg C, 1 h, 2) overnight

2: 53 percent

3: 83 percent / 2,4,6-trimethylpyridine, Ag-perchlorate / diethyl ether / -30 °C

With pyridine; 2,4,6-trimethyl-pyridine; aluminium trichloride; trimethylamine-borane; 4 A molecular sieve; silver perchlorate; In diethyl ether;

DOI:10.1016/S0008-6215(00)90923-6

upstream raw materials:

Methyl 2,4-di-O-benzyl-3-deoxy-α-D-ribo-hexopyranoside

O-(6-O-Acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranosyl chloride

methyl 2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside

Methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-ribo-hexopyranoside

Downstream raw materials:

Methyl O-(2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->6)-O-(2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->6)-2,4-di-O-benzyl-3-deoxy-α-D-ribo-hexopyranoside