Pictet-Spengler reaction on solid support: Synthesis of 1,2,3,4-tetrahydro-β-carboline libraries

Tetrahedron Letters

Volumn 37, Issue 23, 1996, Pages 3963-3966

  Mohan, Raju ^a   Chou, Yuo Ling ^a   Morrissey, Michael M ^a  

^a BAYER AG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

BETA CARBOLINE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0029891295     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00773-3     Document Type: Article

References (9)

1. For recent reviews see (a) Gallop, M.A.; Barrett R.W.; Dower, W.J.; Fodor, S.P.A.; Gordon, E.M. J. Med. Chem. 1994, 37, 1233-1251 and 1385-1401.
2. (b) Terrett, N.K.; Gardner, M.; Gordon, D.W.; Kobylecki, R.J.; Steele, J. Tetrahedron, 1995, 51, 8135-8173.
3. Ho, B.T. J. Pharm. Sci. 1972, 61, 821.
4. (a) Ninan, P.T.; Insel, T.M.; Cohen, R.M.; Cook, J.M.; Skolnick, P.; Paul, S.M. Science, 1982, 218, 1332.
5. (b) Mendelson, W. B.; Cain, M.; Cook, J. M.; Paul, S.M.; Skolnick, P. Science, 1983, 219, 414.
6. Whaley, W.M.; Govindachari, T.R. The Pictet-Spengler Synthesis of Tetrahydroisoquinoline and Related Compounds. In Organic Reactions; Adams, R. Ed.; John Wiley and Sons: New York, 1951; Vol. VI, p 151.
7. DeGrado, W.F.; Kaiser, E.T. J. Org. Chem. 1980, 45, 1295-1300.
8. 3 in MeOH for 2 h. The resin was filtered, the filtrate collected and evaporated to afford the 1,2,3,4-tetrahydro-β-carboline 7 as a solid.
9. LC ES/MS was performed on a Sciex API III Plus.