Synthesis and electrospray ionization mass spectra of N-(1,3,2- dioxaphosphorinan-2-ylmethyl)thiophosphoramidates

Chinese Journal of Chemistry

Volumn 25, Issue 9, 2007, Pages 1344-1348

  Miao, Zhi Wei ^a   Fu, Cui Rong ^a   Wang, Bin ^a   Cui, Zhan Wei ^a   Zhang, Jian Feng ^a   Chen, Ru Yu ^a  

^a NANKAI UNIVERSITY   (China)

Author keywords

Conjugate; ESI MS; N (1,3,2 dioxaphosphorinan 2 ylmethyl)thiophosphoramidate; Tandem mass spectrometry

Indexed keywords

EID: 34548617770     PISSN: 1001604X     EISSN: None     Source Type: Journal    
DOI: 10.1002/cjoc.200790250     Document Type: Article

References (28)

1. Balabanovich, A. I.; Prokopovich, V. P. J. Anal. Appl. Pyrolysis 2006, 76, 169.
2. Nazarov, A. A.; Koroteev, M. P.; Hartinger, C. G.; Keppler, B. K.; Nifant'ev, E. E. Tetrahedron 2005, 61, 10943.
3. Chakravarty, M.; Srinivas, B.; Muthiah, C.; Swamyk, K. C. K. Synthesis 2003, 2368.
4. Pierce, A. C.; Rao, G.; Bemis, G. W. J. Med. Chem. 2004, 47, 2768.
5. Cruz, A. De La; Koeller, K. J.; Rath, N. P.; Spilling, C. D.; Vasconcelos, I. C. F. Tetrahedron 1998, 54, 10513.
6. Yuan, C. Y.; Qi, Y. M. Synthesis 1986, 821.
7. Yuan, C. Y.; Qi, Y. M. Synthesis 1988, 472.
8. Yuan, C. Y.; Chen, S. J.; Wang, G. H. Synthesis 1991, 6490.
9. Cherkasov, R. A.; Galkin, V. I. Russ. Chem. Rev. 1998, 67, 857.
10. Zhou, J.; Chen, R. Y. J. Chem. Soc., Perkin Trans. 1 1998, 2917.
11. Dikmen, Z. G.; Gellert, G. C.; Jackson, S.; Gryaznov, S.; Tressler, R.; Dogan, P.; Wright, W. E.; Shay, J. W. Cancer Res. 2005, 65, 7866.
12. Nivsarkar, M.; Gupta, A. K.; Kaushik, M. P. Tetrahedron Lett. 2004, 45, 6863.
13. Venkatachalam, T. K.; Yu, G.; Samuel, P.; Qazi, S.; Pendergrass, S.; Uckun, F. M. Eur. J. Med. Chem. 2004, 39, 665.
14. Murray, A. W.; Atkinson, M. R. Biochemistry 1968, 11, 4023.
15. Eckstein, F.; Sternbach, H. Biochim. Biophys. Acta 1967, 146, 618.
16. Eckstein, F.; Goody, R. S. Biochemistry 1976, 15, 1685.
17. Hampton, A.; Brox, L. W.; Bayer, M. Biochemistry 1969, 8, 2303.
18. Eckstein, F. Annu. Rev. Biochem. 1985, 54, 367 and references cited therein.
19. Jaffe, E. K.; Cohn, M. Biochemistry 1978, 17, 652.
20. Sum, V.; Baird, C. A.; Kee, T. P.; Thornton-Pett, M. J. Chem. Soc., Perkin Trans. 1 1994, 3183.
21. Stryer, L. Biochemistry, 3rd edn., Freeman, New York, 1988.
22. Ni, J. S.; Pomerantz, S. C.; Rozenski, J.; Zhang, Y. H.; McCloskey, J. A. Anal. Chem. 1996, 68, 1989.
23. Pomerantz, S. C.; McCloskey, J. A.; Tarasow, T. W.; Eaton, B. E. J. Am. Chem. Soc. 1997, 119, 3861.
24. Lin, C. X.; Fu, H.; Zhao, Y. F. Rapid Commun. Mass Spectrom. 2004, 18, 273.
25. Miao, Z. W.; Fu, H.; Chen, Y.; Chen, J.; Cheng, C. M.; Zhao, Y. F. Chin. J. Chem. 2001, 19, 1239.
26. Miao, Z. W.; Wang, B.; Zhang, G. H.; Chen, R. Y. Bioorg. Chem. 2006, 34, 167.
27. Li, Z. G.; Wang, Q. M.; Huang, J. M. Synthesis of Organic Intermediates, Chemistry Engineering Industry Express, Beijing, 2001, p. 207 (in Chinese).
28. Ten Hoeve, W.; Wynberg, H. J. Org. Chem. 1985, 50, 4508.