172267-47-9Relevant articles and documents
Efficient Kg-Scale Synthesis of Thrombin Inhibitor CRC 220
Jendralla, Heiner,Seuring, Bernhard,Herchen, Joerg,Kulitzscher, Bernd,Wunner, Joachim,et al.
, p. 12047 - 12068 (2007/10/02)
Potent thrombin inhibitor 2 is prepared in 10 steps with 20percent overall yield from commercial 4 on a kg-scale by the convergent approach depicted in Schemes 1 and 2.The (R)-configuration of the 4-amidinophenylalanine piperidide moiety is controlled by asymmetric hydrogenation.A novel method, the hydrogenolysis of amidoximes 11 and 21, is employed to attain a particularly clean transformation of the cyano into the amidinium functionality.Despite of the amorphous nature of target compound 2, the approach is devoid of any chromatographic purification.