methyl 4-O-(2',3',4',6'-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 4-O-(2',3',4',6'-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside
• CAS No.: 1340482-42-9
• Molecular Formula: C₄₁H₄₈O₁₁
• Molecular Weight: 716.826
• Mol file: 1340482-42-9.mol

Synonyms:methyl 4-O-(2',3',4',6'-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside

Chemical Property of methyl 4-O-(2',3',4',6'-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-O-(2',3',4',6'-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside

There total 3 articles about methyl 4-O-(2',3',4',6'-tetra-O-benzyl-α-D-glucopyranosyl)-α-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:

methyl 2,3,6-tri-O-acetyl-4-O-(2',3',4',6'-tetra-O-benzyl-D-glucopyranosyl)-α-D-glucopyranoside (1340482-53-2) → methyl 4-O-(2',3',4',6'-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside (1340482-42-9) + methyl 4-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-α-D-glucopyranoside

Guidance literature:

With sodium methylate; In methanol; for 3h; optical yield given as %de;

DOI:10.1016/j.tet.2011.07.026

Reference yield:

methyl 6-O-acetyl-α-D-glucopyranoside (4201-66-5) + 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate (74808-09-6) → methyl 4-O-(2',3',4',6'-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside (1340482-42-9) + methyl 4-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-α-D-glucopyranoside + methyl 2-O-(2',3',4',6'-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside (1340482-37-2) + methyl 2-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-α-D-glucopyranoside (1340482-38-3) + methyl 3-O-(2',3',4',6'-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside (1340482-39-4) + methyl 3-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-α-D-glucopyranoside (1340482-40-7)

Guidance literature:

methyl 6-O-acetyl-α-D-glucopyranoside; 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate; With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; for 1h;

With sodium methylate; In methanol; for 5h; optical yield given as %de;

DOI:10.1016/j.tet.2011.07.026

Reference yield:

2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate (74808-09-6) + methyl 6-O-trityl-α-D-glucopyranoside (18311-26-7) → methyl 4-O-(2',3',4',6'-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside (1340482-42-9) + methyl 4-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-α-D-glucopyranoside + methyl 2-O-(2',3',4',6'-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside (1340482-37-2) + methyl 2-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-α-D-glucopyranoside (1340482-38-3) + methyl 3-O-(2',3',4',6'-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside (1340482-39-4) + methyl 3-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-α-D-glucopyranoside (1340482-40-7)

Guidance literature:

2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate; methyl 6-O-trityl-α-D-glucopyranoside; With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; for 1h;

With trifluoroacetic acid; In dichloromethane; for 5h; optical yield given as %de;

DOI:10.1016/j.tet.2011.07.026

upstream raw materials:

methyl 6-O-acetyl-α-D-glucopyranoside

2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate

methyl 2,3,6-tri-O-acetyl-4-O-(2',3',4',6'-tetra-O-benzyl-D-glucopyranosyl)-α-D-glucopyranoside

methyl 6-O-trityl-α-D-glucopyranoside