phenyl 2,3-di-O-acetyl-4-methylumbelliferyl-β-D-glucopyranoside

Base Information

Chemical Name:phenyl 2,3-di-O-acetyl-4-methylumbelliferyl-β-D-glucopyranoside
CAS No.:461026-32-4
Molecular Formula:C₂₆H₂₆O₁₀
Molecular Weight:498.486
Hs Code.:

Synonyms:phenyl 2,3-di-O-acetyl-4-methylumbelliferyl-β-D-glucopyranoside

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Chemical Property of phenyl 2,3-di-O-acetyl-4-methylumbelliferyl-β-D-glucopyranoside

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Technology Process of phenyl 2,3-di-O-acetyl-4-methylumbelliferyl-β-D-glucopyranoside

There total 9 articles about phenyl 2,3-di-O-acetyl-4-methylumbelliferyl-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: 87.0%

: 461026-31-3
phenyl 2,3-di-O-acetyl-4-methylumbelliferyl-6-O-para-methoxybenzyl-β-D-glucopyranoside

: 461026-32-4
phenyl 2,3-di-O-acetyl-4-methylumbelliferyl-β-D-glucopyranoside

Guidance literature:: With ammonium cerium(IV) nitrate; In water; acetonitrile; at 20 ℃; for 3h;
DOI:10.1021/ja020627c

Reference yield:

: 25878-60-8
D-galactose pentaacetate

: 461026-32-4
phenyl 2,3-di-O-acetyl-4-methylumbelliferyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1.1: HBr; AcOH / CH₂Cl₂ / 0 - 20 °C

2.1: 40 percent / tetrabutylammonium hydrogensulfate; NaOH / CH₂Cl₂; H₂O

3.1: 96 percent / NaOMe; MeOH / 20 °C

4.1: 99 percent / p-TsOH*H₂O / dimethylformamide / 5 h / 50 °C

5.1: pyridine / 20 °C

5.2: 81 percent / NaCNBH₃; TFA / pyridine; tetrahydrofuran; CH₂Cl₂ / 19 h / 20 °C

6.1: 66 percent / pyridine / CH₂Cl₂ / -20 - 20 °C

7.1: 29 percent / dimethylformamide / 2.5 h / 80 °C

8.1: 87 percent / ceric ammonium nitrate / acetonitrile; H₂O / 3 h / 20 °C

With pyridine; methanol; sodium hydroxide; ammonium cerium(IV) nitrate; hydrogen bromide; sodium methylate; tetra(n-butyl)ammonium hydrogensulfate; toluene-4-sulfonic acid; acetic acid; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 2.1: Koenigs-Knorr reaction / 3.1: Zemplen deacetylation;
DOI:10.1021/ja020627c

Reference yield:

: 2818-58-8
phenyl-β-D-galactopyranoside

: 461026-32-4
phenyl 2,3-di-O-acetyl-4-methylumbelliferyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: 99 percent / p-TsOH*H₂O / dimethylformamide / 5 h / 50 °C

2.1: pyridine / 20 °C

2.2: 81 percent / NaCNBH₃; TFA / pyridine; tetrahydrofuran; CH₂Cl₂ / 19 h / 20 °C

3.1: 66 percent / pyridine / CH₂Cl₂ / -20 - 20 °C

4.1: 29 percent / dimethylformamide / 2.5 h / 80 °C

5.1: 87 percent / ceric ammonium nitrate / acetonitrile; H₂O / 3 h / 20 °C

With pyridine; ammonium cerium(IV) nitrate; toluene-4-sulfonic acid; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja020627c