Download PDF
Synthesis 1990; 1990(6): 531-532
DOI: 10.1055/s-1990-26931
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Improved Procedures for the Synthesis of N,N-Diallyltyrosine Intermediates

Eduard Bardaji* , Josep Lluís Torres, Núria Xaus, Pere Clapés, Xavier Jorba, Beatriz G. de la Torre, Gregorio Valencia
  • *Unit for Peptide Chemistry and Biochemistry, Centre d'Investigació i Desenvolupament (C.S.I.C.) Jordi Girona 18-26, E-08034 Barcelona, Spain
Further Information

Publication History

Publication Date:
17 September 2002 (online)

  PDF Download  Permissions and Reprints All articles of this category

N,N-Diallyltyrosine allyl ester bearing a base-labile phenol protecting group can be obtained from O-benzyloxycarbonyltyrosine by a one-step allylation with allyl bromide. This allyl ester is efficiently deprotected with morpholine in the presence of a catalytic amount of tetrakis(triphenylphosphine)palladium(0) or by alkaline cleavage of the O-benzyloxycarbonyl group followed by enzymatic hydrolysis using α-chymotrypsin.