A new phenylethyl alkyl amide, (10R)-10-hydroxy-N-phenethyloctadecanamide (1), was isolated from the beetle Ambrostoma quadriimpressum Motschulsky. The structure of the amide was determined by NMR and MS. The absolute configuration of compound 1 was confirmed by an asymmetric total synthesis, which was started from L-glutamic acid. The construction of the aliphatic chain was accomplished by the selective protection of the hydroxy groups and two-time implementation of the Wittig olefination reaction. © 2011 Verma et al; licensee Beilstein-Institut.
Zhao, G., Yang, C., Li, B., & Xia, W. (2011). A new phenylethyl alkyl amide from the Ambrostoma quadriimpressum Motschulsky. Beilstein Journal of Organic Chemistry, 7, 1342–1346. https://doi.org/10.3762/bjoc.7.158