Active esters for solid phase peptide synthesis

Details Active esters for solid phase peptide synthesis Active esters for solid phase peptide synthesis

1991-09-26

1993-08-03

Cashion, Jr., Merrell C.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

5483631, 5483711, 548375, 548376, 5483681, C07D23100

Patent

active

052330443

ABSTRACT:
Derivatives of 1-phenyl pyrazolin-5-one have many applications for biomolecule synthesis. Enol esters of protected amino acids made by the present process provide efficient coupling in solid-phase peptide synthesis. The 1-phenyl-pyrazolin-5-one derivatives are highly crystalline, stable, non-toxic and easy to prepare. Many possess self-indicating properties, facilitating spectrophotometric monitoring and automation of peptide synthesis.

REFERENCES:
patent: 4800166 (1989-05-01), Horn et al.
G. Losse et al. Leibigs Ann. Chem. 684 236-242 (1968).
Castro et al. Peptides: Proceedings of the European Peptide Symposium 79-84 (1976).
Dourtoglou et al. Communications (1984) at 572-574.
H. G. Garg and K. K. Shaunak (Aug. 18, 1975), Chem. Abstr. 83:(7):549, Abstract No.: 59255d.
H. G. Garg and K. K. Shaunak (1975) Indian J. Chem. 13(3):301-303.
G. Losse et al., Leibigs Ann. Chem., 684:236-242 (1968) [Translated from German].
D. Hudson, J. Organic Chemistry, 53:617-624 (1988).
V. Dourtoglou and B. Gross, Communications, pp. 572-574 (1984).
R. Knorr et al., Tetrahedron Letters, 30:1927-1930 (1989).
B. Castro et al., In: Peptides: Proceedings of the European Peptide Symposium, pp. 79-84, A. Loffet (ed.), Editions Univ. Bruxelles, Brussels, Belgium (1976).

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