SYNTHETIC STUDIES OF CARBOCYCLIC ANALOGS OF CYCLIC ADP-RIBOSE - FORMATION OF A CYCLIC DIMER, A 36-MEMBERED-RING PRODUCT, IN THE CONDENSATION REACTION OF AN -N-1-[5-(PHENYLTHIOPHOSPHORYL)CARBOCYCLIC-RIBOSYL] INOSINE 5'-PHOSPHATE DERIVATIVE MEDIATED BY AGNO3

Authors
SHUTO S SHIRATO M SUMITA Y UENO Y MATSUDA A
Citation
S. Shuto et al., SYNTHETIC STUDIES OF CARBOCYCLIC ANALOGS OF CYCLIC ADP-RIBOSE - FORMATION OF A CYCLIC DIMER, A 36-MEMBERED-RING PRODUCT, IN THE CONDENSATION REACTION OF AN -N-1-[5-(PHENYLTHIOPHOSPHORYL)CARBOCYCLIC-RIBOSYL] INOSINE 5'-PHOSPHATE DERIVATIVE MEDIATED BY AGNO3, Tetrahedron letters, 39(40), 1998, pp. 7341-7344
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
40
Year of publication
1998
Pages
7341 - 7344
Database
ISI
SICI code
0040-4039(1998)39:40<7341:SSOCAO>2.0.ZU;2-P
Abstract
Formation of symmetric 36-membered-ring product 14 was observed in the synthetic study of a stable mimic of cyclic ADP-ribose (cADPR, 1), Wh en -(phenylthiophosphoryl)carbocyclic-ribosyl]inosine 5'-phosphate der ivative 5 was treated with AgNO3 and Et3N in N-methyl-2-pyrrolidinone- HMPA (3:1), the substrate was dimerized and cyclized to give 14 in 39% yield, (C) 1998 Elsevier Science Ltd. All rights reserved.