Ammonia → 2-amino-6-chloro-9-(beta-D-xylofuranosyl)purine

HRID 47841

Reaktionsgleichung

Reaktionsgleichung von HRID 47841
C([NH:4][C:5]1[N:13]=[C:12]2[C:8]([NH:9][CH:10]=[N:11]2)=[C:7]([Cl:14])[N:6]=1)(=O)C.C([O:18][C@@H:19]1[C@H:23]([O:24]C(=O)C)[C@@H:22]([CH2:28][O:29]C(=O)C)[O:21][C@H:20]1C1N=C2C(NC=N2)=CN=1)(=O)C.N>Cl[Hg]>[NH2:4][C:5]1[N:13]=[C:12]2[C:8]([N:9]=[CH:10][N:11]2[C@@H:20]2[O:21][C@H:22]([CH2:28][OH:29])[C@H:23]([OH:24])[C@H:19]2[OH:18])=[C:7]([Cl:14])[N:6]=1

Komponenten

5

Edukt 3

HCID 222AmmoniaHCID 6098997N-(6-chloro-7H-purin-2-yl)acetamideHCID 698843392,3,5-tri-O-acetyl-beta-D-ribofuranosylpurine

Produkt 1

HCID 142841022-amino-6-chloro-9-(beta-D-xylofuranosyl)purine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 24182Mercurous ChlorideKatalysator

Versuchsvorschrift

The chloromercury derivative of 2-acetamido-6-chloropurine is condensed with 2,3,5-tri-O-acetyl-β-D-ribofuranosylpurine utilizing the method of Lee et. al. (1971), J. Med. Chem., 14:819. The condensation product was treated with ammonia to yield 2-amino-6-chloro-9-(β-D-xylofuranosyl)purine. Further treatment with sodium hydroxyethylmercaptide gives the title compound.

Quellen und Nachweise

ORD-Eintrag
ord-74a047b8ea1341e7b4eb239573c52d34
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06699979B2

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