MIXED ANHYDRIDES IN PEPTIDE SYNTHESIS. A STUDY URETHANE FORMATION WITH A CONTRIBUTION ON MINIMIZATION OF RACEMIZATION
A study of the factors contributing to urethane formation during the coupling of N-alkoxycarbonylamino acids with an amino acid ester by the mixed carboxylic-carbonic acid anhydride method has been carried out, using nuclear magnetic resonance spectroscop
Chen, Francis M. F.,Lee, Young,Steinauer, Rene,Benoiton, N. Leo
p. 613 - 618
(2007/10/02)
THE PREPARATION AND REACTIONS OF MIXED ANHYDRIDES OF N-ALKOXYCARBONYLAMINO ACIDS
Pure mixed anhydrides R1OCO-Xxx-O-COOR2 (Xxx=NHCHRCO) have been obtained by reaction of N-alkoxycarbonylamino acids R1OCO-Xxx-OH with alkyl chloroformate R2OCOCl (R2=methyl, ethyl, isobutyl, menthyl)
Chen, Francis M. F.,Benoiton, N. Leo
p. 619 - 625
(2007/10/02)
Mixed Anhydrides in Peptide Synthesis. Reduction of Urethane Formation and Racemization Using N-Methylpiperidine as the Tertiary Amine Base
The side reactions of urethane formation and racemization accompanying couplings by the mixed anhydride method are reduced when N-methylpiperidine is used as base, the best results being achieved in dichloromethane.
Chen, Francis M. F.,Steinauer, Rene,Benoiton, N. Leo
p. 2939 - 2941
(2007/10/02)
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