US 7,321,046 B2 | ||
Analogs of dictyostatin, intermediates therefor and methods of synthesis thereof | ||
Dennis P. Curran, Pittsburgh, Pa. (US); Youseung Shin, Pittsburgh, Pa. (US); Jean-Hugues Fournier, Montreal (Canada); John Mancuso, Montreal (Canada); Billy W. Day, Pittsburgh, Pa. (US); Arndt Bruckner, Hallstadt (Germany); and Yoshikazu Fukui, Otsu (Japan) | ||
Assigned to University of Pittsburgh, Pittsburgh, Pa. (US) | ||
Filed on May 27, 2005, as Appl. No. 11/139,949. | ||
Application 11/139949 is a continuation in part of application No. 10/655916, filed on Sep. 05, 2003, granted, now 7,122,686. | ||
Claims priority of provisional application 60/574858, filed on May 27, 2004. | ||
Claims priority of provisional application 60/408503, filed on Sep. 06, 2002. | ||
Claims priority of provisional application 60/437736, filed on Jan. 02, 2003. | ||
Prior Publication US 2006/0025395 A1, Feb. 02, 2006 | ||
This patent is subject to a terminal disclaimer. | ||
Int. Cl. C07D 313/04 (2006.01); C07D 313/16 (2006.01) |
U.S. Cl. 549—271 | 6 Claims |
1. A compound of the following structure or its enantiomer
![]() R2 is H, a protecting group, an alkyl group, a benzyl group, a trityl group, —SiRaRbRc, CH2ORd, or CORe;
Ra, Rb and Rc are independently an alkyl group or an aryl group;
Rd is an alkyl group, an aryl group, an alkoxylalkyl group, —RiSiRaRbRc or a benzyl group, wherein Ri is an alkylene group;
Re is an alkyl group, an allyl group, a benzyl group, an aryl group, an alkoxy group, or —NRgRh, wherein Rg and Rh are independently H, an alkyl group or an aryl group;
R3 is (CH2)n where n is an integer in the range of 0 to 5, —CH2CH(CH3)—, —CH═CH—, —CH═C(CH3)—, or —C≡C—;
R4 is
![]() Rt and Ru are independently H, an alkyl group, an aryl group or an alkoxyaryl group; and
R5 is H or OR2b, wherein R2b is H, a protecting group, an alkyl group, an aryl group, a benzyl group, a trityl group, —SiRaRbRc, CH2ORd, or CORe; provided that the compound is not dictyostatin 1.
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