H-thr-lys-arg-oh and derivatives thereof

Abstract

Abstract 1. A COMPOUND SELECTED FROM THOSE OF THE FORMULA L-THR-L-LYS-L-ARG-OH AND R-THR(R1)-L-LYS(R2)-L-ARG(NG-R3)-OR4 AND THE NON-TOXIC ACID ADDITION SALTS THEREOF; WHEREIN: R IS SELECTED FROM THE CLASS CONSISTING OF HYDROGEN AND AN A-AMINO PROTECTING GROUP CHARACTERIZED BY NOT BEING SPLIT OFF DURING THE COUPLING OF THE AMINO ACID RESIDUES WHICH FORM SAID TRIPEPTIDE AND CAPABLE OF BEING SPLIT OFF UNDER REACTION CONDITIONS WHICH WILL NOT RESULT IN CLEAVAGE OF THE PEPTIDE CHAIN AND NOT GIVE RISE TO SIDE REACTIONS DURING THE SYNTHESIS OF SAID TRIPEPTIDE; R1 IS SELECTED FROM THE CLASS CONSISTING OF HYDROGEN OR A PROTECTING GROUP FOR THE ALCHOLIC HYDROXYL GROUP OF THREONINE SELECTED FROM ACEETYL, BENZOYL, TERT-BUTYL, TRITYL, BENZYL AND BENZYLOXYCARBONYL; R2 IS SELECTED FROM THE CLASS CONSISTING OF HYDROGEN AND A PROTECTING GROUP FOR THE SIDE CHAIN AMINO SUBSTIUENT OF LYSINE SELECTED FROM BENZYLOXYCARBONYL, CHLOROBENZYLOXYCARBONYL, BENZYL, TOSYL, 2,4-DINITROPHENYL, T-AMYLOXYCARBONYL AND T-BUTYLOXYCARBONYL; R3 IS HYDROGEN AND A PROTECTING GROUP ON AT LEAST ONE OF THE NO, NW AND NW'' NITROGEN ATOMS OF ARGININE SELECTED FROM NITRO, TOSYL, BENZYLOXYCARBONYL, ADAMTYLOXYCARBONYL AND TRITYL; R4 IS SELECTED FROM THE CLASS CONSISTING OF HYDROGEN, C1-C6 ALKYL, BENZYL, PHENACYL, 4-PICOLYL, 4-(METHYLTHIO)PHENYL, PHTHALIMIDOMETHYL, B-METHYLTHIOETHYL AND SUBSTITUTED BENZYL WHEREIN THE SUBSTITUENT ON SAID BENZYL IS AT LEAST ONE MEMBER SELECTED FROM THE CLASS CONSISTING OF NITRO, METHOXY AND MEETHYL; AND AT LEAST ONE R, R1, R2, R3 AND R4 BEING OTHER THAN HYDROGEN AND WHEN SAID R IS AN A-AMINO PROTECTING GROUP, SAID GROUP NOT BEING THE SAME AS THE PROTECTING GROUP DEFINED BY R1, R2 AND R3.

Inventors

• 👤 W Mcgregor
• 👤 N Grant

Bibliographic Details