Abstract
(formula presented) A conformationally locked carbocyclic version of puromycin amino nucleoside was synthesized via Mitsunobu coupling of a 3-azido-substituted carbocyclic moiety with 6-chloropurine without interference from the azido group reacting with triphenylphosphine. The requisite 3-azido-substituted carbocyclic pseudosugar was prepared by a double inversion of configuration at C3′ (nucleoside numbering) involving a nucleophilic displacement with azide.
Original language | English |
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Pages (from-to) | 589-592 |
Number of pages | 4 |
Journal | Organic Letters |
Volume | 4 |
Issue number | 4 |
DOIs | |
Publication status | Published - 2002 Feb 21 |
Externally published | Yes |
ASJC Scopus subject areas
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry