Synthesis of 2′-amino-LNA: A new strategy

Organic and Biomolecular Chemistry

Volumn 1, Issue 4, 2003, Pages 655-663

  Rosenbohm, Christoph ^a   Christensen, Signe M ^a   Sorensen, Mads D ^b   Pedersen, Daniel Sejer ^a,d   Larsen, Lotte Emilie ^a,b   Wengel, Jesper ^c   Koch, Troels ^a  

^a Santaris Pharma AS   (Denmark)

^b UNIVERSITY OF COPENHAGEN   (Denmark)

^c UNIVERSITY OF SOUTHERN DENMARK   (Denmark)

^d UNIVERSITY OF CAMBRIDGE   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACIDS; MONOMERS; STEREOCHEMISTRY; STRUCTURE (COMPOSITION); SUBSTITUTION REACTIONS; SULFUR COMPOUNDS; SYNTHESIS (CHEMICAL);

DEACETYLATION; HYDROXY GROUP; LOCKED NUCLEIC ACID; SULFUR NUCLEOPHILE; TRIFLATE;

NUCLEIC ACIDS;

OXY;

DRUG DERIVATIVE; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; THYMIDINE;

ARTICLE; CONFORMATION; CYCLIZATION;

CYCLIZATION; INDICATORS AND REAGENTS; NUCLEIC ACID CONFORMATION; THYMIDINE;

EID: 0041375478     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b208864a     Document Type: Article

References (23)

1. A. A. Koshkin, S. K. Singh, P. Nielsen, V. K. Rajwanshi, R. Kumar, M. Meldgaard, C. E. Olsen and J. Wengel, Tetrahedron, 1998, 54, 3607-3630.
2. S. K. Singh, P. Nielsen, A. A. Koshkin and J. Wengel, Chem. Commun., 1998, 455-456.
3. S. Obika, D. Nanbu, Y. Hari, J. A. K. Morio, T. Doi and T. Imanishi, Tetrahedron Lett., 1998, 39, 5401-5404.
4. R. D. Youssefyeh, J. P. H. Verheyden and J. G. Moffatt, J. Org. Chem., 1979, 44, 1301-1309.
5. S. K. Singh, R. Kumar and J. Wengel, J. Org. Chem., 1998, 63, 10035-10039.
6. J. Wengel, LNA (Locked Nucleic Acid), Marcel Dekker, Inc., New York, Basel, 2001, ch. 13, pp. 339-357.
7. P. D. Cook, Nucleosides Nucleotides, 1999, 18, 1141-1162.
8. S. K. Singh, R. Kumar and J. Wengel, J. Org. Chem., 1998, 63, 6078-6079.
9. R. Kumar, S. K. Singh, A. A. Koshkin, V. K. Rajwanshi, M. Meldgaard and J. Wengel, Bioorg. Med. Chem. Lett., 1998, 8, 2219-2222.
10. S. Obika, D. Nanbu, Y. Hari, J. A. K. Morio, Y. In, T. Ishida and T. Imanishi, Tetrahedron Lett., 1997, 38, 8735-8738.
11. A. A. Koshkin, J. Fensholdt, H. M. Pfundheller and C. Lomholt, J. Org. Chem., 2001, 66, 8504-8512.
12. A. E. Hakansson, A. A. Koshkin, M. D. Sorensen and J. Wengel, J. Org. Chem., 2000, 65, 5161-5166.
13. H. Vorbrüggen and G. Höfle, Chem. Ber., 1981, 114, 1256-1268.
14. H. Lindlar, Helv. Chim. Acta, 1952, 35, 446-450.
15. E. F. V. Seriven and K. Turnbull, Chem. Rev., 1988, 88, 297-368.
16. H. Staudinger and J. Meyer, Helv. Chim. Acta. 1919, 2, 635.
17. W. A. Greenberg, E. S. Priestley, P. S. Sears, P. A. Alper, C. Rosenbohm, M. Hendrix, S.-C. Hung and C.-H. Wong, J. Am. Chem. Soc., 1999, 121, 6527-6541.
18. K. Bondensgaard, M. Petersen, S. K. Singh, V. K. Rajwanshi, R. Kumar, J. Wengel and J. P. Jacobsen, Chem. Eur. J., 2000, 6, 2687-2695.
19. S. H. Pine and B. L. Sanchez, J. Org. Chem., 1971, 36, 829-832.
20. S. H. Pine, J. Chem. Educ., 1968, 45, 118.
21. D. S. Pedersen, C. Rosenbohm and T. Koch, Synthesis, 2002, 802-808.
22. T.-S. Lin, Y.-S. Gao and W. R. Mancini, J. Med. Chem., 1983, 53, 1294-1297.
23. D. S. Pedersen and C. Rosenbohm, Synthesis, 2001, 2431-2434.