4-methylphenyl 2,3,4-tri-O-benzyl-6-O-levulinate-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:4-methylphenyl 2,3,4-tri-O-benzyl-6-O-levulinate-1-thio-β-D-glucopyranoside
CAS No.:1200762-18-0
Molecular Formula:C₃₉H₄₂O₇S
Molecular Weight:654.824
Hs Code.:

Synonyms:4-methylphenyl 2,3,4-tri-O-benzyl-6-O-levulinate-1-thio-β-D-glucopyranoside

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Chemical Property of 4-methylphenyl 2,3,4-tri-O-benzyl-6-O-levulinate-1-thio-β-D-glucopyranoside

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Technology Process of 4-methylphenyl 2,3,4-tri-O-benzyl-6-O-levulinate-1-thio-β-D-glucopyranoside

There total 1 articles about 4-methylphenyl 2,3,4-tri-O-benzyl-6-O-levulinate-1-thio-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: 85.0%

: 123-76-2
levulinic acid

: 479252-05-6
((2R,3R,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-p-tolylsulfanyl-tetrahydro-pyran-2-yl)-methanol

: 1200762-18-0
4-methylphenyl 2,3,4-tri-O-benzyl-6-O-levulinate-1-thio-β-D-glucopyranoside

Guidance literature:: levulinic acid; ((2R,3R,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-p-tolylsulfanyl-tetrahydro-pyran-2-yl)-methanol; In dichloromethane; at 20 ℃; for 0.166667h; Inert atmosphere;

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; Inert atmosphere;
DOI:10.1021/acs.orglett.7b03590

Reference yield: 100.0%

: 1200762-18-0
4-methylphenyl 2,3,4-tri-O-benzyl-6-O-levulinate-1-thio-β-D-glucopyranoside

: 61881-19-4
2,2,2-trifluoro-N-phenyl-acetimidoyl chloride

: O-(2,3,4-tri-O-benzyl-6-O-4-oxopentanoyl-D-glucopyranosyl)-N-phenyltrifluoroacetimidate

Guidance literature:: 4-methylphenyl 2,3,4-tri-O-benzyl-6-O-levulinate-1-thio-β-D-glucopyranoside; With trichloroisocyanuric acid; water; In acetone; at 0 - 20 ℃; for 6h;

2,2,2-trifluoro-N-phenyl-acetimidoyl chloride; With potassium carbonate; In acetone; at 20 ℃; for 9h;
DOI:10.1002/anie.202103826

Reference yield: 83.0%

: 53008-65-4,641635-63-4
methyl 2,3,4-tri-O-benzyl-D-glucopyranoside

: 1200762-18-0
4-methylphenyl 2,3,4-tri-O-benzyl-6-O-levulinate-1-thio-β-D-glucopyranoside

: 1200763-23-0
methyl 2,3,4-tri-O-benzyl-6-O-(2',3',4'-tri-O-benzyl-6'-O-levulinoyl-β-D-glucopyranosyl)-1-α-D-glucopyranoside

Guidance literature:: methyl 2,3,4-tri-O-benzyl-D-glucopyranoside; 4-methylphenyl 2,3,4-tri-O-benzyl-6-O-levulinate-1-thio-β-D-glucopyranoside; In dichloromethane; acetonitrile; propiononitrile; at -70 - 20 ℃; for 0.5h; Molecular sieve; Inert atmosphere;

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; acetonitrile; propiononitrile; at -70 ℃; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1002/chem.200901119