Acetic Anhydride → 4-Acetamidophenyl 4-O-(alpha-D-glucopyranosyl)-1-thio-beta-D-glucopyranoside

HRID 2417865Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2417865
[C@H:1]1([O:12][C@@H:13]2[C@@H:26]([CH2:27][OH:28])[O:25][C@@H:16]([S:17][C:18]3[CH:23]=[CH:22][C:21]([NH2:24])=[CH:20][CH:19]=3)[C@H:15]([OH:29])[C@H:14]2[OH:30])[O:9][C@H:8]([CH2:10][OH:11])[C@@H:6]([OH:7])[C@H:4]([OH:5])[C@H:2]1[OH:3].[C:31](OC(=O)C)(=[O:33])[CH3:32]>O>[C@H:1]1([O:12][C@@H:13]2[C@@H:26]([CH2:27][OH:28])[O:25][C@@H:16]([S:17][C:18]3[CH:19]=[CH:20][C:21]([NH:24][C:31](=[O:33])[CH3:32])=[CH:22][CH:23]=3)[C@H:15]([OH:29])[C@H:14]2[OH:30])[O:9][C@H:8]([CH2:10][OH:11])[C@@H:6]([OH:7])[C@H:4]([OH:5])[C@H:2]1[OH:3]

Komponenten

4

Edukt 2

HCID 7918Acetic AnhydrideHCID 542687654-aminophenyl 4-O-(alpha-D-glucopyranosyl)-1-thio-beta-D-glucopyranoside

Produkt 1

HCID 545032914-Acetamidophenyl 4-O-(alpha-D-glucopyranosyl)-1-thio-beta-D-glucopyranoside

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A 1.0 g portion of 4-aminophenyl 4-O-(α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside was dissolved in 5 ml of water and 0.340 ml of acetic anhydride was added with vigorous stirring. After stirring 10 minutes the reaction was concentrated, reconcentrated from toluene, dissolved in ethanol and precipitated with ether, giving 836 mg of the desired intermediate.

Aufarbeitung

  1. concentrationwas concentrated
  2. dissolutiondissolved in ethanol
  3. customprecipitated with ether

Quellen und Nachweise

ORD-Eintrag
ord-e85e80f0027a42138dfdf20e37984306
Quelldatensatz
uspto-grants-1984_09
Patentnummer
US04470976

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