phenyl 4-methylumbelliferyl-β-D-glucopyranosiduronic acid

Base Information

Chemical Name:phenyl 4-methylumbelliferyl-β-D-glucopyranosiduronic acid
CAS No.:461026-34-6
Molecular Formula:C₂₂H₂₀O₉
Molecular Weight:428.395
Hs Code.:

Synonyms:phenyl 4-methylumbelliferyl-β-D-glucopyranosiduronic acid

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Chemical Property of phenyl 4-methylumbelliferyl-β-D-glucopyranosiduronic acid

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Technology Process of phenyl 4-methylumbelliferyl-β-D-glucopyranosiduronic acid

There total 11 articles about phenyl 4-methylumbelliferyl-β-D-glucopyranosiduronic acid 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: 94.0%

: 461026-33-5
phenyl 2,3-di-O-acetyl-4-methylumbelliferyl-β-D-glucopyranosiduronic acid

: 461026-34-6
phenyl 4-methylumbelliferyl-β-D-glucopyranosiduronic acid

Guidance literature:: With methanol; sodium methylate; at 20 ℃;
DOI:10.1021/ja020627c

Reference yield:

: 25878-60-8
D-galactose pentaacetate

: 461026-34-6
phenyl 4-methylumbelliferyl-β-D-glucopyranosiduronic acid

Guidance literature:: Multi-step reaction with 10 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

9.1: 63 percent / CrO₃; aq. H₂SO₄ / acetone / 1.5 h / 35 - 40 °C / sonication

10.1: 94 percent / NaOMe; MeOH / 20 °C

With pyridine; chromium(VI) oxide; methanol; sodium hydroxide; ammonium cerium(IV) nitrate; sulfuric acid; hydrogen bromide; sodium methylate; tetra(n-butyl)ammonium hydrogensulfate; toluene-4-sulfonic acid; acetic acid; In dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile; 2.1: Koenigs-Knorr reaction / 3.1: Zemplen deacetylation / 9.1: Jones oxidation / 10.1: Zemplen deacetylation;
DOI:10.1021/ja020627c

Reference yield:

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

: 461026-34-6
phenyl 4-methylumbelliferyl-β-D-glucopyranosiduronic acid

Guidance literature:: Multi-step reaction with 7 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

6.1: 63 percent / CrO₃; aq. H₂SO₄ / acetone / 1.5 h / 35 - 40 °C / sonication

7.1: 94 percent / NaOMe; MeOH / 20 °C

With pyridine; chromium(VI) oxide; methanol; ammonium cerium(IV) nitrate; sulfuric acid; sodium methylate; toluene-4-sulfonic acid; In dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile; 6.1: Jones oxidation / 7.1: Zemplen deacetylation;
DOI:10.1021/ja020627c