Introduction of a Benzyl Group onto the 2′-OH of 6-Chloropurine 3′-O-Benzoylriboside

Autor:	Tomoyo Fuzikawa, Tokumi Maruyama, Shigetada Kozai, Keisuke Harumoto
Rok vydání:	2003
Předmět:	Models Molecular Adenosine Chemistry Molecular Conformation Purine Nucleosides General Medicine 6-chloropurine 3'-O-benzoylriboside Biochemistry Medicinal chemistry Solvent chemistry.chemical_compound Benzyl alcohol Benzyl Compounds Purine ribonucleoside Genetics medicine Benzyl group Molecular Medicine Organic chemistry Indicators and Reagents Mitsunobu reaction Derivative (chemistry) Benzyl Alcohol medicine.drug
Zdroj:	Nucleosides, Nucleotides and Nucleic Acids. 22:779-781
ISSN:	1532-2335 1525-7770
DOI:	10.1081/ncn-120022633
Popis:	A new method to introduce a benzyl group onto the 2'-OH of purine ribonucleoside is described. Thus, 6-chloropurine 3'-O-benzoylriboside and its 5'-O-trityl congener were condensed with benzyl alcohol using the Mitsunobu reaction to give the 2'-O-benzyl derivative. The yields were varied from 4.6 to 62.9% depending on the solvent. The product was converted to adenosine, indicating that the stereochemistry at C-2' is retained.
Databáze:	OpenAIRE
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