2',6'-dimethylphenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

Base Information

• Chemical Name: 2',6'-dimethylphenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside
• CAS No.: 78880-61-2
• Molecular Formula: C₄₂H₄₄O₆
• Molecular Weight: 644.808
• Mol file: 78880-61-2.mol

Synonyms:2',6'-dimethylphenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

Chemical Property of 2',6'-dimethylphenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of 2',6'-dimethylphenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

There total 9 articles about 2',6'-dimethylphenyl 2,3,4,6-tetra-O-benzyl-β-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: 90.0%

2.6-dimethylphenol (576-26-1,25134-01-4) + 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate (74808-09-6) → 2',6'-dimethylphenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside (78880-61-2)

Guidance literature:

With iron(III) chloride; In dichloromethane; at -5 - 20 ℃; for 0.666667h; Inert atmosphere; Molecular sieve;

DOI:10.1039/c6ra21859h

Reference yield: 78.0%

(2R,3R,4S,5R,6S)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-6-(prop-2-ynyloxy)tetrahydro-2H-pyran (194088-19-2) + 2.6-dimethylphenol (576-26-1,25134-01-4) → 2',6'-dimethylphenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside (78880-61-2)

Guidance literature:

With FeCl₃/C; In acetonitrile; at 60 ℃; for 12h; stereoselective reaction; Inert atmosphere; Green chemistry;

DOI:10.1055/s-0037-1611801

Reference yield: 67.0%

phenyl 2,3,4,5-tetra-O-benzyl-1-thio-β-D-glucopyranoside (38184-10-0) + 2.6-dimethylphenol (576-26-1,25134-01-4) + benzenesulfenyl chloride (931-59-9) → 1-O-2,6-dimethylphenyl-2,3,4,6-tetra-O-benzyl-α,β-D-glucopyranose (78880-58-7) + 2',6'-dimethylphenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside (78880-61-2)

Guidance literature:

With 2,6-di-tert-butyl-4-methylpyridine; silver trifluoromethanesulfonate; In dichloromethane; at -78 - -20 ℃; for 0.833333h;

DOI:10.1016/S0040-4020(98)00426-8

upstream raw materials:

2.6-dimethylphenol

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

Trifluoro-methanesulfonic acid (2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

phenyl 2,3,4,5-tetra-O-benzyl-1-thio-β-D-glucopyranoside