Hormone-sensitive lipase inhibitor

Other examples of 7-membered ring heterocycles with three heteroatoms in the ring include the chiral titanium complex 311 [01SL1889], the novel phosphoramidite ligand 312 [01SL1375], and the cyclipostin natural products from a Streptomyces species (e.g. Cyclipostin N, 313), which is a hormone-sensitive lipase inhibitor [02JAN480]. 

K. Schoenafinger, S. Petry, G. Muller, and K.-H. Baringhaus, Preparation of 3-phenyl-5-alkoxy-l,3,4-oxadiazol-2-ones as hormone-sensitive lipase inhibitors, PCT Int. Appl., WO 0166531 Al, 2001, 44 pp. 

S. Ebdrup, H.C. Hansen, P. Vedso, J. CoRNELis De Jong, and P. Jacobsen, Preparation of carbamates as hormone-sensitive lipase inhibitors for the treatment of diabetes and related disorders, PCT Int. Appl., WO 0351842 A2, 2003,... 

Cyclophostin (87) was prepared in 6 steps and 15% overall yield from hydroxymethyl butyrolactone (86) (Scheme 21). The cyclophostin (87) was then converted into cyclipostin P (88), a potent naturally occurring hormone sensitive lipase (HSL) inhibitor, using a one pot dealkylation-alkylation process. ... 

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