4-methoxyphenyl O-(6-O-levulinoyl-2,3,4-tri-O-p-toluoyl-β-D-glucopyranosyl)-(1-> 3)-4,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Base Information

Chemical Name:4-methoxyphenyl O-(6-O-levulinoyl-2,3,4-tri-O-p-toluoyl-β-D-glucopyranosyl)-(1-> 3)-4,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
CAS No.:158194-75-3
Molecular Formula:C₆₀H₅₉NO₂₀
Molecular Weight:1114.12
Hs Code.:

Synonyms:4-methoxyphenyl O-(6-O-levulinoyl-2,3,4-tri-O-p-toluoyl-β-D-glucopyranosyl)-(1-> 3)-4,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Chemical Property of 4-methoxyphenyl O-(6-O-levulinoyl-2,3,4-tri-O-p-toluoyl-β-D-glucopyranosyl)-(1-> 3)-4,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Technology Process of 4-methoxyphenyl O-(6-O-levulinoyl-2,3,4-tri-O-p-toluoyl-β-D-glucopyranosyl)-(1-> 3)-4,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

There total 6 articles about 4-methoxyphenyl O-(6-O-levulinoyl-2,3,4-tri-O-p-toluoyl-β-D-glucopyranosyl)-(1-> 3)-4,6-di-O-acetyl-2-deoxy-2-phthalimido-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: 97.0%

: 108-24-7
acetic anhydride

: 158194-86-6
4-methoxyphenyl O-(6-O-levulinoyl-2,3,4-tri-O-p-toluoyl-β-D-glucopyranosyl)-(1-> 3)-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 158194-75-3
4-methoxyphenyl O-(6-O-levulinoyl-2,3,4-tri-O-p-toluoyl-β-D-glucopyranosyl)-(1-> 3)-4,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: With pyridine; dmap;
DOI:10.1016/S0008-6215(00)90971-6

Reference yield:

: 138906-42-0
p-Methoxyphenyl 2-deoxy-2-phthalimido-β-D-glucopyranoside

: 158194-75-3
4-methoxyphenyl O-(6-O-levulinoyl-2,3,4-tri-O-p-toluoyl-β-D-glucopyranosyl)-(1-> 3)-4,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: p-TsOH / dimethylformamide / 86 h

2: 81 percent / AW-300 molecular sieves, CF₃SO₃SiMe₃ / CH₂Cl₂ / 0.5 h

3: 84 percent / aq. CF₃COOH / CH₂Cl₂ / 0.75 h

4: 97 percent / pyridine, 4-dimethylaminopyridine

With pyridine; dmap; molecular sieve; trimethylsilyl trifluoromethanesulfonate; toluene-4-sulfonic acid; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)90971-6

Reference yield:

: 144367-30-6
4-methoxyphenyl 2-deoxy-4,6-O-isopropylidene-2-phthalimido-β-D-glucopyranoside

: 158194-75-3
4-methoxyphenyl O-(6-O-levulinoyl-2,3,4-tri-O-p-toluoyl-β-D-glucopyranosyl)-(1-> 3)-4,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 81 percent / AW-300 molecular sieves, CF₃SO₃SiMe₃ / CH₂Cl₂ / 0.5 h

2: 84 percent / aq. CF₃COOH / CH₂Cl₂ / 0.75 h

3: 97 percent / pyridine, 4-dimethylaminopyridine

With pyridine; dmap; molecular sieve; trimethylsilyl trifluoromethanesulfonate; trifluoroacetic acid; In dichloromethane;
DOI:10.1016/S0008-6215(00)90971-6