Syntheses of 5-and 6-[2, 3]-dihydrobenzofuran β-amino acids

…, JH Hutchinson, CA Hunt, P Lu, E Delaporte…

Index: Coleman, Paul J.; Hutchinson, John H.; Hunt, Cecilia A.; Lu, Ping; Delaporte, Enock; Rushmore, Tom Tetrahedron Letters, 2000 , vol. 41, # 31 p. 5803 - 5806

Full Text: HTML

Citation Number: 22

Abstract

Efficient stereoselective syntheses of 5-and 6-[2, 3]-dihydrobenzofuran β-amino acids are described. These 3-aryl β-amino acids are aspartic acid mimetics that are structurally related to known benzodioxole systems. In many cases, the benzodioxole can inhibit and induce cytochrome P-450; neither of these dihydrobenzofuran β-amino esters is a potent inhibitor of several human P-450 enzymes.

~95%

Concise Synthesis of 6-Cyanobenzo [b] furan, a Useful Buildi...

[Nguyen, Son T.; Williams, John D.; Majgier-Baranowska, Helena; Li, Bing; Neelagiri, Venugopal R.; Kim, Hwa-Ok; Peet, Norton P. Synthetic Communications, 2014 , vol. 44, # 9 p. 1307 - 1313]

Nonpeptide αvβ3 antagonists. Part 11: discovery and preclini...

[Coleman, Paul J; Brashear, Karen M; Askew, Ben C; Hutchinson, John H; McVean, Carol A; Duong; Feuston, Bradley P; Fernandez-Metzler, Carmen; Gentile, Michael A; Hartman, George D; Kimmel, Donald B; Leu, Chih-Tai; Lipfert, Lorraine; Merkle, Kara; Pennypacker, Brenda; Prueksaritanont, Thomayant; Rodan, Gideon A; Wesolowski, Gregg A; Rodan, Sevgi B; Duggan, Mark E Journal of medicinal chemistry, 2004 , vol. 47, # 20 p. 4829 - 4837]

Discovery and development of potent LFA-1/ICAM-1 antagonist ...

[Zhong, Min; Gadek, Thomas R.; Bui, Minna; Shen, Wang; Burnier, John; Barr, Kenneth J.; Hanan, Emily J.; Oslob, Johan D.; Yu, Chul H.; Zhu, Jiang; Arkin, Michelle R.; Evanchik, Marc J.; Flanagan, W. Mike; Hoch, Ute; Hyde, Jennifer; Prabhu, Saileta; Silverman, Jeffrey A.; Wright, Jasmin ACS Medicinal Chemistry Letters, 2012 , vol. 3, # 3 p. 203 - 206]