United States Patent (19) 11 Patent Number: 5,792,740 Mimoun Et Al
IIIUSOO5792740A United States Patent (19) 11 Patent Number: 5,792,740 Mimoun et al. 45) Date of Patent: Aug. 11, 1998 (54) FRAGRANT MACROCYCLIC LACTONES S. Schreiber, "Fragmentation Reactions of ol-Alkoxy Hydroperoxides and Application to the Synthesis of the (75) Inventors: Hubert Mimoun, Challex, France; Macrollide (E)-Recifeiolide". J. Am. Chen, Soc., vol. 102 Pierre-Alain Blanc, Crassier, (1980), pp. 6163-6165. Switzerland S. Schreiber et al., "Iron/Copper Promoted Fragmentation Reactions of o-Alkoxy Hydroperoxides". Tetrahedron, vol. 73) Assignee: Firmenich SA. Geneva, Switzerland 42 (1986), pp. 2945-2950. J. Becker et al. "Eine neuartige Fragmentierung bicyclis (21) Appl. No.: 811,991 cher Enolather Verfahren zur Darstellung macrocyclischer 22 Filed: Mar. 5, 1997 Lactone". Hely. Chim. Acta, vol. 54 (1971), pp. 2889–2895. (51) int. Cl. ......................... A61K 7/46 Primary Examiner-James H. Reamer (52) U.S. C. ........................ 512/11; 252/174.11; 252/8.6: Attorney, Agent, or Firm-Pennie & Edmonds LLP 424/76.4; 549/266 58) Field of Search ......................... 512/11; 252/174.11. 57 ABSTRACT 252/8, 6; 424/76.4; 549/266 Perfuming ingredients which include at least one macrollide of formula (56) References Cited U.S. PATENT DOCUMENTS 3,856,815 12/1974 Hopp et al. ............... ............. 260/333 3,890,353 6/1975 Becker .................. O 260/343 5,266,559 1/1993 Frankhauser et al. ... 512/11 5,354,735 10/1994 Demole et al. ........ ... 512/8 FOREIGN PATENT DOCUMENTS having a double bond in one of the positions indicated by the O 424787 10/1996 European Pat. Off. ................. 512/11 dotted lines and wherein the symbol R represents a hydrogen 1436465 12/1995 Russian Federation ................
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