Resolution of racemic mixtures of carbocyclic analogues of nucleosides and assignment of their absolute configuration.
Racemic trans-6-chloro-9-[2-(hydroxymethyl)cyclopentyl]purine was resolved using HPLC with a chiral column. The absolute configurations of the enantiomers were determined by NMR studies of their (R)- and (S)-methoxyphenylacetates.
Besada
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P
Departamento de Química Orgánica, Universidad de Vigo, Spain.
Terán
C
C
Quezada
E
E
Seco
J M
JM
Uriarte
E
E
D002851:Chromatography, High Pressure Liquid; D019906:Nuclear Magnetic Resonance, Biomolecular; D009690:Nucleic Acid Conformation; D009705:Nucleosides / Q000737:chemistry / Q000302:isolation & purification*; D011687:Purines / Q000737:chemistry / Q000302:isolation & purification*; D013237:Stereoisomerism
C442885:6-chloro-9-(2(hydroxymethyl)cyclopentyl)purine; D009705:Nucleosides; D011687:Purines