Ganciclovir → Ganciclovir Di-O-acetate

HRID 1381759

Reaktionsgleichung

Reaktionsgleichung von HRID 1381759
[OH:1][CH2:2][CH:3]([O:6][CH2:7][N:8]1[CH:16]=[N:15][C:14]2[C:13](=[O:17])[NH:12][C:11]([NH2:18])=[N:10][C:9]1=2)[CH2:4][OH:5]>CN(C)C1C=CN=CC=1.C(OC(=O)C)(=O)C>[C:2]([O:1][CH2:2][CH:3]([O:6][CH2:7][N:8]1[CH:16]=[N:15][C:14]2[C:13](=[O:17])[NH:12][C:11]([NH2:18])=[N:10][C:9]1=2)[CH2:4][O:5][C:13](=[O:17])[CH3:14])(=[O:1])[CH3:3]

Komponenten

4

Edukt 1

HCID 135398740Ganciclovir

Produkt 1

HCID 135459822Ganciclovir Di-O-acetateAusbeute 181,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 7918Acetic AnhydrideLösungsmittel

Versuchsvorschrift

A mixture of 3.00 g of 9-(1,3-dihydroxy-2-propoxymethyl)guanine, 300 mg of 4-dimethylaminopyridine, and 100 ml of acetic anhydride was vigorously stirred for 3 days at room temperature. The acetic anhydride was removed by evaporation at reduced pressure and the residue recrystallized from methanol to give 3.62 g of 9-(1,3-diacetyloxy-2-propoxymethyl)guanine, m.p. 237°-239°.

Aufarbeitung

  1. customThe acetic anhydride was removed by evaporation at reduced pressure
  2. customthe residue recrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-f3f4a5a47c1c4d36a38f984c02c4a179
Quelldatensatz
uspto-grants-1989_02
Patentnummer
US04803271

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