Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic halides
Patent
1989-10-23
1994-11-01
Cashion, Jr., Merrell C.
Organic compounds -- part of the class 532-570 series
Organic compounds
Carboxylic halides
562845, 562553, 552104, 5483335, 548492, 548530, 560 30, 560161, 530334, 530335, C07C22900
Patent
active
053609280
ABSTRACT:
A compound of the formula ##STR1## or the acid fluoride salts thereof wherein BLK is an N-amino protecting group or hydrogen
REFERENCES:
patent: 4185156 (1980-08-01), Umezawa et al.
patent: 4565877 (1986-01-01), Wada et al.
patent: 4575541 (1986-03-01), Carpino et al.
patent: 4743612 (1988-05-01), Erhardt et al.
Carpino et al. J. Org. Chem. vol. 51 (1986) 3732-34.
Peptides (1986) "Use of FMOC Amino Acid Chlorides . . . " Beyerman & Carpino pp. 107-110.
Beecham JACS vol. 79 3257-3261 (1957).
Carter and Hinman, J. Biol. Chem., 1949, 178, 403, 409, 413.
Jones, et al., J. Chem. Soc., 1979, 3203.
Mobashery and Johnston, J. Org. Chem, 1985 50, 2000.
Schmidt, et al., Synthesis, 1988, 475, 476.
Mobashery, et al., "A New Approach to the Preparation of N-Carboxy .alpha.-Amino Acid Anhydrides," J. Org. Chem., 50: 2200-2202 (1985).
Beecham, "Tosyl-.alpha.-amino Acids. II. The Use of the Acid Chlorides for Peptide Synthesis in the Presence of Aqueous Alkali," J. Am. Chem. Soc., 79: 3262-3263 (1957).
Wiley, et al., "Base-catalyzed Decomposition of .alpha.-(Benzene-and .rho.-Toluenesulfonamido)-phenylacetyl Chlorides," J. Am. Chem. Soc., 74: 936-938 (1952).
Wiley, et al., "Decarboxylation of .alpha.-(Benzenesulfonamido)-carboxylic Acids," J. Am. Chem. Soc., 73: 4719-4720 (1951).
Beecham, "Tosyl-.alpha.-amino Acids. I. Degradation of the Acid Chlorides and Azides by Aqueous Alkali," J. Am. Chem. Soc., 79: 3257-3261 (1957).
Wiley, et al., "Base-catalyzed Decomposition of Substituted .alpha.-(Benzene-sulfonamido)-carboxylic Acids and their Acyl Chlorides," J. Am. Chem. Soc., 76: 3496-3499 (1954).
M. Bodanszky, Principles of Peptide Synthesis, 102-107, (1984).
Jakubke, et al., Amino Acids, Peptides and Proteins, 85, 88.
Rajeswari, et al., A New Synthesis of Amides from Acyl Fluorides and N-Silyamines, Tetrahedron Letters, 28, 43, pp. 5099-5102, 1987.
Olah, et al., Synthetic Methods and Reactions; IV.sup.1 Fluorination of Carboxylic Acids with Cyanuric Fluoride, Communications, 487-488, 1973.
Picard, et al, Synthese de Dilactones Macrocycliques Assistee par les Organostanniques Application aux Macrocylcles Sourfres (Sulfures, Sulfoxydes, Disulfures) Complexation Selective de L'ion CA.sup.2+, Tetrahedron, 42, 13, 3503-3519, 1986.
Carpino, et al., (Fluorenylmethyl)oxy)carbonyl (FMOC) Amno Acid Fluorides. Conventient New Peptide Coupling Reagents Applicable to the FMOC/tert-Butyl Strategy for Solution and Solid-Phase Syntheses, J. Am. Chem. Soc. 1990, 112, 9651-9652.
Beyermann, et al. J. Org. Chem. 1990 55, 721-728.
Chemical Abstracts 1984, 100, 103887.
Chemical Abstracts 1985 102:25040A.
Carpino Louis A.
Sadat-Aalaee Dean
Cashion Jr. Merrell C.
Huff Sheela J.
Research Corporation Technologies Inc.
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