methyl O-(1'-C-methyl-2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-(1'->4)-2,3,6-tri-O-benzyl-α-D-glucoside

Base Information

• Chemical Name: methyl O-(1'-C-methyl-2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-(1'->4)-2,3,6-tri-O-benzyl-α-D-glucoside
• CAS No.: 354528-74-8
• Molecular Formula: C₆₃H₆₈O₁₁
• Molecular Weight: 1001.23
• Mol file: 354528-74-8.mol

Synonyms:methyl O-(1'-C-methyl-2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-(1'->4)-2,3,6-tri-O-benzyl-α-D-glucoside

Chemical Property of methyl O-(1'-C-methyl-2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-(1'->4)-2,3,6-tri-O-benzyl-α-D-glucoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl O-(1'-C-methyl-2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-(1'->4)-2,3,6-tri-O-benzyl-α-D-glucoside

There total 4 articles about methyl O-(1'-C-methyl-2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-(1'->4)-2,3,6-tri-O-benzyl-α-D-glucoside 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: 71.4%

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside (19488-48-3) + (3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]tetrahydro-2H-pyran-2-one (179090-11-0) → methyl O-(1'-C-methyl-2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-(1'->4)-2,3,6-tri-O-benzyl-α-D-glucoside (354528-74-8)

Guidance literature:

With trifluorormethanesulfonic acid; 4 A molecular sieve; In dichloromethane; at -78 ℃; for 1h;

DOI:10.1016/S0040-4020(01)00319-2

Reference yield:

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside (53008-65-4,641635-63-4) → methyl O-(1'-C-methyl-2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-(1'->4)-2,3,6-tri-O-benzyl-α-D-glucoside (354528-74-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 98.1 percent / 4 Angstroem molecular sieves; TfOH / CH₂Cl₂ / 1 h / -78 °C

2: 8.4 percent / 4 Angstroem molecular sieves; TfOH / CH₂Cl₂ / 2 h / 20 °C

3: 71.4 percent / 4 Angstroem molecular sieves; TfOH / CH₂Cl₂ / 1 h / -78 °C

With trifluorormethanesulfonic acid; 4 A molecular sieve; In dichloromethane;

DOI:10.1016/S0040-4020(01)00319-2

Reference yield:

2,3,4,6-tetra-O-benzyl-D-galactonolactone (82598-84-3) → methyl O-(1'-C-methyl-2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-(1'->4)-2,3,6-tri-O-benzyl-α-D-glucoside (354528-74-8)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 14 h / 65 - 70 °C

2: 71.4 percent / 4 Angstroem molecular sieves; TfOH / CH₂Cl₂ / 1 h / -78 °C

With trifluorormethanesulfonic acid; 4 A molecular sieve; In dichloromethane; toluene;

DOI:10.1016/S0040-4020(01)00319-2

upstream raw materials:

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside

(3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]tetrahydro-2H-pyran-2-one

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside

2,3,4,6-tetra-O-benzyl-D-galactonolactone