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Synthesis of enantiomerically pure 9[(1′R,2′R,3′S)-bis(hydroxymethyl)thietan-1′-yl]adenine, 3′-thio analog of oxetanocin A

✍ Scribed by Eiko Ichikawa; Shosuke Yamamura; Kuniki Kato

Publisher: Elsevier Science
Year: 1999
Tongue: French
Weight: 194 KB
Volume: 40
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(99)01515-4

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✦ Synopsis

The enantiomerically pure synthesis of 9-[(l'R,2'R,3'S)-bis(hydroxymethyl)thietan-l'-yl]adenine 2, 3'-thio analog of oxetanocin A, was achieved via coupling with sulfoxide 17 and 6-chloropurine in the presence of TMSOTf and Et3N under the Pummerer reaction conditions.

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