Solid-phase synthesis of 1-chloromethyl-1,2-dihydro-3H-benz[e]indole (seco-CBI) and a polyamide conjugate

Synlett

Volumn , Issue 5, 2000, Pages 603-606

  Jia, Guofeng ^a   Iida, Hirokazu ^a   Lown, J William ^a  

^a UNIVERSITY OF ALBERTA   (Canada)

Author keywords

Conjugate; Polyamides; Radical cyclization; Seco CBI; Solid phase synthesis

Indexed keywords

1 CHLOROMETHYL 1,2 DIHYDRO 3H BENZ[E]INDOLE; ADOZELESIN; ANTINEOPLASTIC AGENT; DUOCARMYCIN SA; RACHELMYCIN; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; CYCLIZATION; CYTOTOXICITY; DRUG STRUCTURE; DRUG SYNTHESIS; SOLID PHASE EXTRACTION;

EID: 0034074359     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

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19. Cl, Br, and I cannot be distinguished in microanalysis. When 2.130 g of Wang Bromo resin 11 was used, a 0.7166 g increase in weight was observed after the reaction followed by thoroughly washing and drying. Therefore, about 92% Br substitution on resin 11 can be determined.
20. Resin 12 (0.80 g) was used and 0.759 g of resin 13 was consequently obtained (about 78% yield).
21. Ngu, K.; Patel, D. V. Tetrahedron Lett. 1997, 38, 973.
22. 2Cl 280.1292, found 380.1290.
23. 4Cl 480.1816, found 480.1814.
24. Zhao, R.; Al-Said, N. H.; Sternbach, D. L.; Lown, J. W. J. Med. Chem. 1997, 40, 216.
25. +).
26. Wissner, A.; Grudzinskas, C. V. J. Org. Chem.,1978, 43, 3972.
27. 2, 10% methanol/dichloromethane) to provide 23 (0.034 g, 17.2% yield from resin 11).
28. +).