184652-42-4Relevant articles and documents
Stereospecific synthesis of a novel farnesyl protein transferase inhibitor, valinoctin A and its analogues
Tsuda, Makoto,Muraoka, Yasuhiko,Takeuchi, Tomio,Sekizawa, Ryuichi,Umezawa, Kazuo
, p. 1031 - 1035 (1996)
(2S,3R)-3-Amino-2-hydroxyoctanoic acid was synthesized by Curtius rearrangement of an azide derivative of (S)-malic acid. Total syntheses of valinoctin A and its analogues were achieved by a coupling of (2S,3R)-3-amino-2-hydroxyoctanoic acid moiety with L-valine or several other amino acids moieties. 2S configuration of 3-amino-2-hydroxyoctanoic acid moiety was found to be important for the inhibitory activity and the L-valine moiety of valinoctin A was exchangeable with other L-amino acids.