title: Facile and efficient synthesis of 6-(hydroxymethyl)purines.
abstract: [reaction: see text] A facile and efficient methodology of the synthesis of 6-(hydroxymethyl)purine derivatives (bases and nucleosides) was developed based on Pd-catalyzed cross-coupling reactions of 6-halopurines with acyloxymethylzinc iodides followed by deprotection. Several title compounds are inhibitors of adenosine deaminase and exert cytostatic activity.
authors.affiliation: Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo nam. 2, CZ-16610 Prague 6, Czech Republic.
authors.forename: Peter
authors.initials: P
authors.lastname: Silhár
authors.forename: Radek
authors.initials: R
authors.lastname: Pohl
authors.forename: Ivan
authors.initials: I
authors.lastname: Votruba
authors.forename: Michal
authors.initials: M
authors.lastname: Hocek
mesh_terms: D058892:Adenosine Deaminase Inhibitors; D002384:Catalysis; D002625:Chemistry, Organic / Q000379:methods; D007202:Indicators and Reagents; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D011687:Purines / Q000138:chemical synthesis* / Q000378:metabolism
chemical_list: D058892:Adenosine Deaminase Inhibitors; D007202:Indicators and Reagents; D011687:Purines; D010165:Palladium