ISSN:
0268-2605
Keywords:
Triphenylstibine oxide
;
phosphorus pentasulfide
;
catalytic peptide synthesis
;
amidation
;
thiocarboxylic acids
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Triphenylstibine oxide (Ph3SbO) and phosphorus(V) sulfide (P4S10) synergistically catalyzed the aminolysis of N-protected amino-acids with amino-acid esters in benzene. Ph3SbO accelerated both the initial conversion of carboxylic moieties into the corresponding thiocarboxylic moieties by P4S10 and the subsequent aminolysis of the resulting thiocarboxylic acids. Thus, dipeptides such as Z-A-A′-OEt (where Z = PhCH2OC(O)- and A,A′ = Ala,Gly; Gly,Gly; Leu,Gly; Phe,Gly; Phe,Leu;Ser,Gly; Val,Gly, respectively) were conveniently prepared even at 35°C.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/aoc.590030410
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