Synthesis of conformationally locked methanocarba-uridine as a precursor for nucleotides agonizing P2Y6 receptor

Synlett

Volumn , Issue 7, 2007, Pages 1055-1058

  Kim, Soon Ai ^a   Hyun, Min Lee ^a   Ryu, Jae Sang ^b   Hak, Sung Kim ^a  

^a Wonkwang University   (South Korea)

^b Ewha Womans University   (South Korea)

Author keywords

Carbocycle; Carbohydrate; Nucleoside; Nucleotide; Stereoselective synthesis

Indexed keywords

2' BENZOYLMETHANOCARBA URIDINE; 5' BENZYLMETHANOCARBA URIDINE; PURINE P2Y6 RECEPTOR; UNCLASSIFIED DRUG; URIDINE DERIVATIVE;

ALKYLATION; ARTICLE; CYCLIZATION; DIHYDROXYLATION; DRUG SYNTHESIS; HYDROXYLATION; STEREOCHEMISTRY;

EID: 34248158620     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2007-973902     Document Type: Article

References (15)

1. Altona, C.; Sundaralingam, M. J. J. Am. Chem. Soc. 1972, 94, 2182.
2. (a) Babu, B. R.; Raunak Poopeiko, N. E.; Juhl, M.; Bond, A. D.; Parmar, V. S.; Wengel, J. Eur. J. Org. Chem. 2005, 2297.
3. (b) Petersen, M.; Bondensgaard, K.; Wengel, J.; Jacobsen, J. P. J. Am. Chem. Soc. 2002, 124, 5974.
4. (a) Marquez, V. E.; Siddiqui, M. A.; Ezzitouni, A.; Russ, P.; Wang, J.; Wanger, R. W.; Matteucci, M. D. J. Med. Chem. 1996, 39, 3739.
5. (b) Shin, K. J.; Moon, H. R.; George, C.; Marquez, V. E. J. Org. Chem. 2000, 65, 2172.
6. Kim, H. S.; Jacobson, K. A. Org. Lett. 2003, 5, 1665.
7. Ohno, M.; Costanzi, S.; Kim, H. S.; Kempeneers, V.; Vastmans, K.; Herdewijn, P.; Maddileti, S.; Gao, A.-G.; Harden, T. K.; Jacobson, K. A. Bioorg. Med. Chem. 2004, 12, 5619.
8. (a) Costanzi, S.; Joshi, B. V.; Maddileti, S.; Mamedova, L.; Gonzalez-Moa, M. J.; Marquez, V. E.; Harden, T. K.; Jacobson, K. A. J. Med. Chem. 2005, 48, 8108.
9. (b) Besada, P.; Shin, D. H.; Costanzi, S.; Ko, H.; Mathe, C.; Gagneron, J.; Gosselin, G.; Maddileti, S.; Harden, T. K.; Jacobson, K. A. J. Med. Chem. 2006, 49, 5532.
10. (a) Obika, S.; Mono, K.-I.; Nanbu, D.; Hari, Y.; Itoh, H.; Imanishi, T. Tetrahedron 2002, 58, 3039.
11. (b) Obika, S.; Uneda, T.; Sugimoto, T.; Nanbu, D.; Minami, T.; Doi, T.; Imanishi, T. Bioorg. Med. Chem. 2001, 9, 1001.
12. Hodgson, D. M.; Gibbs, A. R.; Drew, M. G. B. J. Chem. Soc., Perkin Trans. 1. 1999, 3579.
13. Ainai, T.; Wang, Y.-G.; Tokoro, Y.; Kobayashi, Y. J. Org. Chem. 2004, 69, 655.
14. Lee, Y.-S.; Hyean Kim, B. Bioorg. Med. Chem. Lett. 2002, 12, 1395.
15. Jeong, L. S.; Beunger, G.; McCormack, J. J.; Cooney, D. A.; Hao, Z.; Marquez, V. E. J. Med. Chem. 1998, 41, 2572.