Fragmentation of N-Boc arylpiperazines under basic conditions

Tetrahedron Letters

Volumn 38, Issue 1, 1997, Pages 63-64

  Garrido, Fabrice ^a   Mann, André ^a   Wermuth, Camille Georges ^a  

^a CENTRE DE NEUROCHIMIE   (France)

Author keywords

[No Author keywords available]

Indexed keywords

2 IMIDAZOLIDINONE DERIVATIVE; ETHYLENEDIAMINE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0031033075     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(96)02215-0     Document Type: Article

References (8)

1. Sautel, F.; Griffon, N.; Sokoloff, P.; Schwartz, J. C.; Lanay, C.; P. Simon, P.; J Costentin, J.; Schoenfelder, A.; Garrido, F.; Mann, A.; Wermuth, C. G. J. Pharm. Exp. Ther. 1995, 275, 1239-1246.
2. Mishami, E.; Dence, C. S.; McCarthy, T. J.; Welch, M. J. Tetrahedron Lett. 1996, 37, 319-323.
3. Beak, P.; Lee, W. K. Tetrahedron Lett. 1993, 58, 1109-1117.
4. 3, 200 MHz, 50°C) δ 1.45 (s, 9H), 2.99 (s, 3H); 3.48-3.55 (m, 2H), 3,68-3,75 (m, 2H), 4.24-4.28 (d, 1H, J=9.5 Hz), 4.34-4.42 (d, 1H, J=16.0 Hz), 6.67-6.78 (m, 3H), 7.02-7.14 (dd, 1H, J=9.5 and 16.0 Hz), 7,19-7,26 (m, 2H).
5. 3, 50 MHz) δ 38.7, 42.1, 89.9, 117.7, 123.0, 128.8, 130.3, 140.2, 153.8. MS (m/z) : 188, 160, 131, 118, 105, 91, 77.
6. Houk, K. N.; Rondeau, N. G.; Beak, P.; Zajdel, W. J.; Schleyer, P. R.; Chandrasekhar, J. J. Org. Chem. 1981, 46, 4108-4110.
7. Wright, W. B. Brabander, H. J.; Hardy, R. A.; Osterberg, A. C. J. Med. Chem. 1966, 9, 852-857.
8. Assandri, A.; Galliani, G.; Zerilli, L.; Tuan, G.; Tarzia, G., Barone, D. Biochem. Pharmacol. 1986, 35, 1459-1467.