169297-54-5Relevant articles and documents
Synthesis of - and Lysines
Tsuzuki, Hirohisa,Mashimo, Takuya,Mukumoto, Mamoru,Mataka, Shuntaro,Udagawa, Jun,Tashiro, Masashi
, p. 2346 - 2360 (2007/10/03)
Starting from readily available cyclohexanone (1), synthesis of the title - and lysines (11) and (18) is described.Although direct incorporation of an amino or phthalimide group into the 2-bromohexanoic acid (5), which was derived from 1 in five steps. leading to 11 was unsuccessful due to hydrogen-deuterium scrambling, compound (11) was obtained in 86percent deuterium content via incorporation of an azido group and subsequent hydrogenation.Furthermore, compound (18) having 99percent deuterium content could be prepared by acid-catalysed deuterium exchange of 1 as a key-step.