P. Bisel et al., Asymmetric synthesis and chromatographic resolution of all four stereomersof the alpha,beta-propanoleucine, PHARMAZIE, 56(10), 2001, pp. 770-772
The paper describes the first synthesis of the enantiomerically pure cis-al
pha,beta -propanoleucines 6c and 6d by means of asymmetric Strecker synthes
is. Furthermore, an improved procedure for the preparation of the stereomer
ic trans compounds 6a and 6b is proposed. Finally, the four feasible stereo
meric alpha,alpha -quaternary-alpha -amino acids are resolved on a penicill
amine based chiral stationary phase allowing the determination of cc values
ranging from 92.9% to > 98%.