N-t-butoxycarbonyl-(s)-3-amino-(r)-2-hydroxy-4-...

Details N-t-butoxycarbonyl-(s)-3-amino-(r)-2-hydroxy-4-... N-t-butoxycarbonyl-(s)-3-amino-(r)-2-hydroxy-4-...

C - Chemistry, Metallurgy

07

C

260/468.8

C07C 271/20 (2006.01) C07K 5/02 (2006.01) C07K 5/065 (2006.01) A61K 38/00 (2006.01)

Patent

CA 1305175

72222-51D ABSTRACT OF THE DISCLOSURE Disclosed are the compound N-t-butoxycarbonyl-(S)-3- amino-(R)-2-hydroxy-4-phenylbutyronitrile of the formula: (4) Image and a production process thereof which comprises reacting N-t- butoxycarbonyl-L-phenylalaninal with potassium cyanide and separating the said 2-(R) epimer from the corresponding 2-(S) epimer. The novel compound is useful for producing the moiety including (S)-cyclohexylmethyl group of oxo- and azahomocyclo- statine polypeptides of the formula: Image (1) [wherein R1 is hydrogen or methyl; X is oxygen, amino, alkylamino, cyclohexylmethylamino, benzylamino, omega aminohexylamino or 72222-51D methoxycarbonylmethylamino; and R2 is LysPhe, LysPhe-methyl ester, LysPhe amide, LysSta, amino, alkylamino, alkyl, 4-imida- zolylethylamine, omega-aminohexylamino, benzyloxy, omega- cyanopentylamino or a reduced IlePhe]. These polypeptides have renin-inhibiting activity and are useful for the treatment of hypertension and congestive heart failure.

615970

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