Premium
Synthese von Carbobenzoxy‐dipeptid‐p‐nitrophenylestern. Über aktivierte Ester IX
Author(s) -
Iselin B.,
Schwyzer R.
Publication year - 1960
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19600430639
Subject(s) - chemistry , racemization , dipeptide , sulfite , tyrosine , stereochemistry , derivative (finance) , condensation , amino acid , organic chemistry , biochemistry , physics , financial economics , economics , thermodynamics
A study of the preparation of carbobenzoxy‐dipeptide p‐nitrophenyl esters revealed that partial racemization may occur depending on the structure of the dipeptide derivative used. Whereas carbobenzoxy‐S‐benzyl‐ L ‐cysteinyl‐ L ‐tyrosine yielded an optically pure ester employing the sulfite method, the synthesis of the ester of carbobenzoxy‐ L ‐tyrosine by various methods proceeded with partial racemization. The optically pure carbobenzoxy‐ L ‐seryl‐ L ‐tyrosine p‐nitrophenyl ester was obtained by condensation of carbobenzoxy‐ L ‐serine with p‐nitrophenyl L ‐tyrosinate.