Solid-Phase Synthesis of N-Alkylated Naltrindoles Using a 3-Nitrobenzyl Safety-Catch Linker

Synlett

Volumn , Issue 3, 2004, Pages 508-511

  Ohno, Hiroshi ^b   Tanaka, Hiroshi ^a   Takahashi, Takashi ^a  

^a TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

^b TORAY INDUSTRIES INC   (Japan)

Author keywords

Combinatorial chemistry; Fischer indole synthesis; Linker; Opioid; Solid phase synthesis

Indexed keywords

3 NITROBENZYL ETHER; ETHER DERIVATIVE; NALTRINDOLE; UNCLASSIFIED DRUG;

ACID BASE BALANCE; ALKYLATION; ARTICLE; COMBINATORIAL CHEMISTRY; COMBINATORIAL LIBRARY; REVERSED PHASE HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; SOLID; SUBSTITUTION REACTION; SYNTHESIS;

EID: 1442360063     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2004-815414     Document Type: Article

References (33)

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11. For examples of combinatorial synthesis of small molecule library using acid-cleavable linkers, see: (a) Doi, T.; Hijikuro, I.; Takahashi, T. Synlett 1999, 1751. (b) Haruta, M.; Ejima, A.; Tanaka, H.; Takahashi, T. Heterocycles 2002, 58, 79. (c) Ohno, H.; Kawamura, K.; Otake, A.; Nagase, H.; Tanaka, H.; Takahashi, T. Synlett 2002, 93. (d) Fuchi, N.; Doi, T.; Cao, B.; Kahn, M.; Takahashi, T. Synlett 2002, 285. (e) Tanaka, H.; Zenkoh, T.; Setoi, H.; Takahashi, T. Synlett 2002, 1427. (f) Hashimoto, M.; Mori, A.; Inoue, H.; Nagamiya, H.; Doi, T.; Takahashi, T. Tetrahedron Lett. 2003, 44, 1251. (g) Doi, T.; Fujimoto, N.; Watanabe, J.; Takahashi, T. Tetrahedron Lett. 2003, 44, 2161. (h) Takahashi, T.; Nagamiya, H.; Doi, T.; Griffiths, P. G.; Andrew, M.; Bray, A. M. J. Comb. Chem. 2003, 5, 414. (i) Tanaka, H.; Moriwaki, M.; Takahashi, T. Org. Lett. 2003, 5, 3807. (j) Takahashi, T.; Kusaka, S.; Doi, T.; Sunazuka, T.; Omura, S. Angew. Chem. Int. Ed. 2003, 42, 5230.
12. For examples of combinatorial synthesis of small molecule library using acid-cleavable linkers, see: (a) Doi, T.; Hijikuro, I.; Takahashi, T. Synlett 1999, 1751. (b) Haruta, M.; Ejima, A.; Tanaka, H.; Takahashi, T. Heterocycles 2002, 58, 79. (c) Ohno, H.; Kawamura, K.; Otake, A.; Nagase, H.; Tanaka, H.; Takahashi, T. Synlett 2002, 93. (d) Fuchi, N.; Doi, T.; Cao, B.; Kahn, M.; Takahashi, T. Synlett 2002, 285. (e) Tanaka, H.; Zenkoh, T.; Setoi, H.; Takahashi, T. Synlett 2002, 1427. (f) Hashimoto, M.; Mori, A.; Inoue, H.; Nagamiya, H.; Doi, T.; Takahashi, T. Tetrahedron Lett. 2003, 44, 1251. (g) Doi, T.; Fujimoto, N.; Watanabe, J.; Takahashi, T. Tetrahedron Lett. 2003, 44, 2161. (h) Takahashi, T.; Nagamiya, H.; Doi, T.; Griffiths, P. G.; Andrew, M.; Bray, A. M. J. Comb. Chem. 2003, 5, 414. (i) Tanaka, H.; Moriwaki, M.; Takahashi, T. Org. Lett. 2003, 5, 3807. (j) Takahashi, T.; Kusaka, S.; Doi, T.; Sunazuka, T.; Omura, S. Angew. Chem. Int. Ed. 2003, 42, 5230.
13. For examples of combinatorial synthesis of small molecule library using acid-cleavable linkers, see: (a) Doi, T.; Hijikuro, I.; Takahashi, T. Synlett 1999, 1751. (b) Haruta, M.; Ejima, A.; Tanaka, H.; Takahashi, T. Heterocycles 2002, 58, 79. (c) Ohno, H.; Kawamura, K.; Otake, A.; Nagase, H.; Tanaka, H.; Takahashi, T. Synlett 2002, 93. (d) Fuchi, N.; Doi, T.; Cao, B.; Kahn, M.; Takahashi, T. Synlett 2002, 285. (e) Tanaka, H.; Zenkoh, T.; Setoi, H.; Takahashi, T. Synlett 2002, 1427. (f) Hashimoto, M.; Mori, A.; Inoue, H.; Nagamiya, H.; Doi, T.; Takahashi, T. Tetrahedron Lett. 2003, 44, 1251. (g) Doi, T.; Fujimoto, N.; Watanabe, J.; Takahashi, T. Tetrahedron Lett. 2003, 44, 2161. (h) Takahashi, T.; Nagamiya, H.; Doi, T.; Griffiths, P. G.; Andrew, M.; Bray, A. M. J. Comb. Chem. 2003, 5, 414. (i) Tanaka, H.; Moriwaki, M.; Takahashi, T. Org. Lett. 2003, 5, 3807. (j) Takahashi, T.; Kusaka, S.; Doi, T.; Sunazuka, T.; Omura, S. Angew. Chem. Int. Ed. 2003, 42, 5230.
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