Alternatives to the 4,4′-dimethoxytrityl (DMTr) protecting group

Tetrahedron Letters

Volumn 45, Issue 12, 2004, Pages 2567-2570

  Reese, Colin B ^a   Yan, Hongbin ^a  

^a KING'S COLLEGE LONDON   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

HYDROXYL GROUP; OLIGONUCLEOTIDE; TRITYL DERIVATIVE;

ARTICLE; CHEMICAL ANALYSIS; DNA SEQUENCE; RNA SEQUENCE;

EID: 1542302455     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.01.152     Document Type: Article

References (21)

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5. 2SO) are as follows: 4a [1.43 (3H, s), 2.04 (3H, s), 2.32 (1H, m), 2.44 (1H, m), 3.22 (1H, dd, J 3.9 and 10.4), 3.74 (6H, s), 4.07 (1H, m), 5.30 (1H, m), 6.22 (1H, dd, J 6.0 and 8.5), 6.09 (4H, d, J 7.9), 7.12-7.40 (9H, m), 7.53 (1H, s), 11.40 (1H, br s)]; 4b [1.46 (3H, s), 2.03 (3H, s), 3.36 (1H, m), 2.50 (1H, m), 3.15 (1H, dd, J 3.6 and 10.3), 3.20 (1H, dd, J 3.0 and 10.3), 4.05 (1H, m), 5.29 (1H, m), 6.20 (1H, dd, J 6.1 and 8.3), 7.08-7.45 (13H, m), 7.58 (1H, s), 11.40 (1H, br s)]; 4c [1.47 (3H, s), 2.02 (3H, s), 2.22 (3H, s), 2.34 (1H, m), 2.45 (1H, m), 3.13 (1H, dd, J 3.6 and 10.3), 3.18 (1H, dd, J 3.8 and 10.3), 4.04 (1H, m), 5. 26 (1H, m), 6.19 (1H, dd, J 6.1 and 8.3), 7.12 (7H, m), 7.25-7.44 (5H, m), 7.58 (1H, s), 11.40 (1H, br s)].
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9. 1/2 ) are indicated in Table 1.
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18. 2SO) are as follows: 9a [0.96 (3H, t, J 7.0), 1.60 (1H, m), 1.83 (3H, m), 2.10 (3H, s), 2.56 (2H, m), 2.72 (2H, m), 2.89 (1H, m), 3.04 (1H, m), 3.13 (1H, m), 3.25 (3H, m), 3.36 (1H, m), 3.47 (1H, dd, J 4.1 and 10.7), 3.75 (6H, s), 4.20 (1H, m), 4.86 (1H, m), 5.27 (1H, m), 6.20 (1H, d, J 7.4), 6.92 (6H, m), 7.16-7.42 (12H, m), 7.52 (2H, m), 7.64 (1H, m), 8.01 (2H, m), 8.17 (1H, m), 11.38 (1H, br)]; 9b [0.97 (3H, t, J 6.9), 1.64 (1H, m), 1.83 (3H, m), 2.10 (3H, s), 2.53 (2H, m), 2.70 (2H, m), 2.91 (1H, m), 3.03 (1H, m), 3.10-3.42 (6H, m), 4.18 (1H, m), 4.80 (1H, m), 5.18 (1H, m), 6.17 (1H, d, J 7.2), 6.93 (2H, d, J 9.1), 7.14-7.47 (16H, m), 7.53 (2H, m), 7.64 (1H, m), 8.01 (2H, m), 8.16 (1H, m), 11.38 (1H, br)]; 9c [0.93 (3H, t, J 7.0), 1.65 (1H, m), 1.83 (3H, m), 2.10 (3H, s), 2.26 (3H, s), 2.52 (2H, m), 2.70 (2H, m), 2.92 (1H, m), 3.04-3.42 (7H, m), 4.18 (1H, m), 4.79 (1H, m), 5.17 (1H, m), 6.17 (1H, d, J 7.2), 6.93 (2H, d, J 9.1), 7.11-7.47 (15H, m), 7.53 (2H, m), 7.64 (1H, m), 8.02 (2H, d, J 7.3), 8.17 (1H, m), 11.38 (1H, br)].
19. Reese, C. B.; Yan, H. Unpublished observations.
20. ′- deprotection of the thymidine derivatives 4a-c.
21. Hayakawa Y., Kawai R., Hirata A., Sugumoto J., Kataoka M., Sakakura A., Hirose M., Noyori R. J. Am. Chem. Soc. 123:2001;8165-8176.