An efficient synthesis of (+/-)-cis-2-amino-6-hydroxy-9-[4 '-hydroxyethyl-2 '-cyclopenten-1 '-yl]purine

Authors
Kim, W Kim, H Rhee, H
Citation
W. Kim et al., An efficient synthesis of (+/-)-cis-2-amino-6-hydroxy-9-[4 '-hydroxyethyl-2 '-cyclopenten-1 '-yl]purine, HETEROCYCLE, 53(1), 2000, pp. 219-224
Citations number
17
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
53
Issue
1
Year of publication
2000
Pages
219 - 224
Database
ISI
SICI code
0385-5414(20000101)53:1<219:AESO('>2.0.ZU;2-0
Abstract
The synthesis of a carbovir analogue, (+/-)-cis-2-amino-6-hydroxy-9-[4'-hyd roxyethyl-2'-cyclopenten-1'-yl]purine (2) was achieved from 2,5-norbornadie ne (3) in six steps and 31% overall yield. This route involves a Meinwald r earrangement, one-pot operation (acid-hydrolysis and subsequent sodium boro hydride reduction), and a Pd(0)-catalyzed coupling reaction.