Nucleotides. Part LXXIII: Oligoribonucleotide synthesis with the (2-cyano-1-phenylethoxy)carbonyl (2c1peoc) group for the 5′-hydroxy protection

Helvetica Chimica Acta

Volumn 86, Issue 7, 2003, Pages 2546-2565

  Münch, Ursula ^a   Pfleiderer, Wolfgang ^a  

^a UNIVERSITY OF KONSTANZ   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MOLECULAR STRUCTURE; SYNTHESIS (CHEMICAL);

NUCLEOTIDES;

NUCLEIC ACID SEQUENCES;

(2 CYANO 1 PHENYLETHOXY)CARBONYL DERIVATIVE; 1,8 DIAZABICYCLO[5.4.0]UNDEC 7 ENE; ACID; CARBONYL DERIVATIVE; HYDROXYL GROUP; OLIGORIBONUCLEOTIDE; PHOSPHATE; PHOSPHORAMIDIC ACID DERIVATIVE; PHOSPHORAMIDOUS ACID; PYRAN DERIVATIVE; TETRAHYDRO 4 METHOXY 2H PYRAN 4 YL DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; HALF LIFE TIME; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; NUCLEOTIDE METABOLISM; PRIORITY JOURNAL; SOLID;

EID: 17544393332     PISSN: 0018019X     EISSN: None     Source Type: Journal    
DOI: 10.1002/hlca.200390206     Document Type: Article

References (36)

1. M. Beier, W. Pfleiderer, Helv. Chim. Acta 2003, 86, 2533.
2. K. K. Ogilvie, K. L. Sadana, E. A. Thompson, M. A. Quilliam, J. B. Westmore, Tetrahedron Lett. 1974, 15, 2861.
3. K. K. Ogilvie, N. Theriault, K. L. Sadana, J. Am. Chem. Soc. 1977, 99, 7741.
4. S. Pitsch, P. A. Weiss, X. Wu, D. Ackermann, T. Honegger, Helv. Chim. Acta 1999, 82, 1753.
5. S. Pitsch, P. A. Weiss, X. Wu, L. Jenny, A. Stutz, X. Wu, Helv. Chim. Acta 2001, 84, 3773.
6. B. E. Griffin, C. B. Reese, Tetrahedron Lett. 1964, 5, 2925.
7. C. B. Reese, R. Saffhill, J. E. Sulston, J. Am. Chem. Soc. 1967, 89, 3366.
8. C. Lehmann, Y.-Z. Xu, C. Christodoulou, Z.-K. Tan, M. J. Gait, Nucleic Acids Res. 1989, 17, 2379.
9. F. Bergmann, W. Pfleiderer, Helv. Chim. Acta 1994, 77, 481.
10. U. Münch, W. Pfleiderer, Helv. Chim. Acta 2001, 84, 1504.
11. F. Himmelsbach, B. S. Schulz, T. Trichtinger, R. Charubala, W. Pfleiderer, Tetrahedron 1984, 40, 59.
12. K. P. Stengele, W. Pfleiderer, Tetrahedron Lett. 1990, 31, 2549.
13. E. Uhlmann, W. Pfleiderer, Helv. Chim. Acta 1981, 64, 1688.
14. H. Schirmeister, F. Himmelsbach, W. Pfleiderer, Helv. Chim. Acta 1993, 76, 385.
15. F. Himmelsbach, Ph. D. Thesis, University of Konstanz, 1984.
16. H. Schirmeister, Ph. D. Thesis, University of Konstanz, 1988.
17. M. Beier, Ph. D. Thesis, University of Konstanz, 1996.
18. W. T. Markiewicz, J. Chem. Res. (M) 1979, 181.
19. H. Schirmeister, Diploma Thesis, University of Konstanz, 1984.
20. M. Pfister, Diploma Thesis, University of Konstanz, 1986.
21. G. R. Owen, C. B. Reese, J. Chem. Soc. (C) 1970, 2401.
22. R. Arentzen, Y. T. Yan Kui, C. B. Reese, Synthesis 1975, 509.
23. C. B. Reese, R. Saffhill, J. E. Sulston, Tetrahedron 1970, 26, 1023.
24. H. Schirmeister, W. Pfleiderer, Helv. Chim. Acta 1994, 77, 203.
25. K. P. Stengele, Ph. D. Thesis, University of Konstanz, 1991.
26. K. P. Stengele, W. Pfleiderer, Nucleic Acids Res. Symp. Ser. 1989, 21, 101.
27. M. D. Matteucci, M. H. Caruthers, Tetrahedron Lett. 1980, 21, 719.
28. S. L. Beaucage, M. H. Caruthers, Tetrahedron Lett. 1981, 22, 1859.
29. M. A. Dorman, S. A. Noble, C. J. McBride, M. H. Caruthers, Tetrahedron 1984, 40, 95.
30. M. D. Matteucci, M. H. Caruthers, J. Am. Chem. Soc. 1981, 103, 3185.
31. S. M. Gryaznov, R. L. Letsinger, J. Am. Chem. Soc. 1991, 113, 5876.
32. S. M. Gryaznov, R. L. Letsinger, Nucleic Acids Res. 1992, 20, 1879.
33. R. Vinayak, F. Colonna, D. Tsou, B. Mullah, A. Andrus, B. Sproat, Nucleic Acids Res. Sym. Ser. 1994, 31, 165.
34. M. Beier, W. Pfleiderer, Helv. Chim. Acta 1999, 82, 879.
35. F. Bergmann, W. Pfleiderer, Helv. Chim. Acta 1994, 77, 988.
36. M. V. Rao, K. Macfarlane, Nucleosides Nucleotides 1995, 14, 911.