期刊
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
卷 7, 期 -, 页码 1342-1346出版社
BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.7.158
关键词
asymmetric synthesis; beetle; fatty acid amide; isolation
资金
- China NSFC [20802013, 21002018, 21072038]
- HIT.NSRIF [01107866, 01107986]
- Fundamental Research Funds for the Central Universities [HIT.BRET2.2010001]
- Wenzhou Science and Technology Program [G20100056]
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.
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