Famciclovir → 9-[4-Acetoxy-3-(acetoxymethyl)but-1-yl]-2-amino-6,8-dichloropurine

HRID 1824449

Reaktionsgleichung

Reaktionsgleichung von HRID 1824449
[C:1]([O:4][CH2:5][CH:6]([CH2:19][O:20][C:21](=[O:23])[CH3:22])[CH2:7][CH2:8]N1C=NC2C1=NC(N)=NC=2)(=[O:3])[CH3:2].[NH2:24][C:25]1[N:33]=[C:32]2[C:28]([NH:29][C:30]([Cl:34])=[N:31]2)=[C:27]([Cl:35])[N:26]=1>>[C:1]([O:4][CH2:5][CH:6]([CH2:19][O:20][C:21](=[O:23])[CH3:22])[CH2:7][CH2:8][N:31]1[C:30]([Cl:34])=[N:29][C:28]2[C:32]1=[N:33][C:25]([NH2:24])=[N:26][C:27]=2[Cl:35])(=[O:3])[CH3:2]

Komponenten

3

Edukt 2

HCID 3324FamciclovirHCID 54646776,8-Dichloro-9H-purin-2-amine

Produkt 1

HCID 110255649-[4-Acetoxy-3-(acetoxymethyl)but-1-yl]-2-amino-6,8-dichloropurine

Versuchsvorschrift

Moreover, U.S. Pat. No. 5,138,057 discloses a process for preparing 9-[4-acetoxy-3-(acetoxymethyl)but-1-yl]-2-aminopurine of Formula (I), in which 2-amino-6,8-dichloropurine of Formula (X) is reacted with 2-acetoxymethyl-4-halobut-1-yl-acetate of Formula (VII) to give 9-[4-acetoxy-3-(acetoxymethyl)but-1-yl]-2-amino-6,8-dichloropurine of Formula (XI) which is then reduced under a pressurized condition in the presence of palladium, as shown in Scheme 3 below.

Quellen und Nachweise

ORD-Eintrag
ord-9366565ebc55455a8cd243320e61ab02
Quelldatensatz
uspto-grants-2006_05
Patentnummer
US07041823B2

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