6-chloro-2-methyl-9-(beta-D-ribofuranosyl)-9H-purine → HCID 178433181, Verbindung

HRID 1086803Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1086803
Cl[C:2]1[N:10]=[C:9]([CH3:11])[N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[C@@H:12]1[O:18][C@H:17]([CH2:19][OH:20])[C@@H:15]([OH:16])[C@H:13]1[OH:14].Cl.[NH2:22][C@H:23]1[CH2:28][CH2:27][C@H:26]([OH:29])[CH2:25][CH2:24]1>C(O)(C)C>[OH:29][C@H:26]1[CH2:27][CH2:28][C@H:23]([NH:22][C:2]2[C:3]3[N:4]=[CH:5][N:6]([C:7]=3[N:8]=[C:9]([CH3:11])[N:10]=2)[C@@H:12]2[O:18][C@H:17]([CH2:19][OH:20])[C@@H:15]([OH:16])[C@H:13]2[OH:14])[CH2:24][CH2:25]1

Komponenten

4

Edukt 2

HCID 542785016-chloro-2-methyl-9-(beta-D-ribofuranosyl)-9H-purineHCID 178479278HCID 178479278, Verbindung

Produkt 1

HCID 178433181HCID 178433181, VerbindungAusbeute 79,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

A mixture of 6-chloro-2-methyl-9-(β-D-ribofuranosyl)-9H-purine (902 mg), trans-4-aminocyclohexanol hydrochloride (1.14 g) and DEA (1.94 g) in isopropanol (50 ml) was heated at reflux with stirring under nitrogen for 17 h. The resulting cooled reaction mixture was adsorbed onto silica (Merck 9385) and purified by column chromatography on silica (Merck 9385) eluting with System B (10:1 then 8:1) to give the title compound (0.9 g) as a solid.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux
  3. temperatureThe resulting cooled
  4. customreaction mixture
  5. custompurified by column chromatography on silica (Merck 9385)
  6. washeluting with System B (10:1

Quellen und Nachweise

ORD-Eintrag
ord-eee0310c533c4584987382826d592722
Quelldatensatz
uspto-grants-1991_07
Patentnummer
US05032583

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