A novel and efficient route to chiral 2-substituted carbocyclic 5′-N-ethyl-carboxamido-adenosine (C-NECA)

✍ Scribed by Jen Chen; Michael Grim; Caren Rock; Kenneth Chan

• Book ID: 104244877
• Publisher: Elsevier Science
• Year: 1989
• Tongue: French
• Weight: 204 KB
• Volume: 30
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)93795-5

✦ Synopsis

A series of chirat 2-substituted-carbocyclic-NECA analogs was prepared in seven steps with an efficient resolution. The overall yield is good and can be applied to the other carbocyclic nucleosides.

Adenosine is a potent coronary vasodilator, at first described by Drury and Szent-Gyorgyi in 1929' .Since adenosine is short-lived in its action and orally inactive, many attempts have been made to develop orally active derivatives with higher potency and longer duration of action than the parent compound 2,3. Recently, Dalf reported that 5'-N-ethylcarboxamicfoadenosine