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

Base Information

• Chemical Name: methyl 4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-α-D-glucopyranoside
• CAS No.: 118579-76-3
• Molecular Formula: C₆₂H₅₈O₁₅
• Molecular Weight: 1043.13
• Mol file: 118579-76-3.mol

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

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

There total 96 articles about methyl 4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-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: 98.0%

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside (19488-48-3) + (2R,3R,4S,5R,6S)-2-((benzoyloxy)methyl)-6-(p-tolylthio)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate (172847-85-7) → methyl 4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-α-D-glucopyranoside (118579-76-3)

Guidance literature:

With indium(III) triflate; N-Bromosuccinimide; In dichloromethane; at -80 - 20 ℃; for 0.166667h; Reagent/catalyst; Time; Temperature; Molecular sieve;

DOI:10.1246/cl.140167

Reference yield: 97.0%

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside (19488-48-3) + 2-(methoxycarbonyl)phenyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-glucopyranoside → methyl 4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-α-D-glucopyranoside (118579-76-3)

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at 0 ℃; for 1.5h; stereoselective reaction; Molecular sieve; Inert atmosphere;

DOI:10.1080/07328303.2021.1921787

Reference yield: 94.0%

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside (19488-48-3) + 2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl ortho-(hex-1-ynyl)benzoate (1221151-98-9) → methyl 4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-α-D-glucopyranoside (118579-76-3)

Guidance literature:

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside; 2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl ortho-(hex-1-ynyl)benzoate; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere; Molecular sieve;

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere; Molecular sieve;

DOI:10.1021/acs.joc.1c00151

upstream raw materials:

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

phenyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-glucopyranoside

C₃₈H₃₉N₂O₁₁P

isopropenyl 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranosyl carbonate