Claims
- 1. A process for the preparation of a peptide of the formula
- A--X--Y--W--U I
- or a pharmaceutically acceptable acid addition salt thereof wherein
- A is ##STR116## wherein R and R' are each independently hydrogen, benzyl or lower alkyl; X is PHE, HOMOPHE, TYR, TYR(OMe), CYCLOHEXYLALA, LEU, NAPHTHYLALA, TRP, HIS, or (NMe)PHE;
- Y is GLN, HIS, LEU, PGY, MET, MET(O), MET(O.sub.2), TZA, ALG, PPG, CPM, EMG, BYG, NIA, PHA, ##STR117## wherein B is a carbon chain of from 3 to 6 carbon atoms which is saturated, unsaturated, or acetylenic;
- R and R' are each independently hydrogen, benzyl, or lower alkyl;
- W is STA, CYSTA, PHSTA, CHSTA, ASTA, ACYS, DFSTA, DFKSTA, DFCYS, DFKCYS, DFCHS, DFKCHS; and
- U is ##STR118## which comprises reacting at least two equivalents of a sulfamyl chloride with at least one equivalent of amino acid as in X, an inorganic aqueous base and a water-miscible organic solvent to give a sulfamyl-amino acid, followed by coupling of the latter to the -Y-W-U fragment and if desired, converting to a pharmaceutically acceptable acid addition salt thereof.
- 2. A process for the preparation of a peptide of the formula
- A--X--Y--W--U I
- or a pharmaceutically acceptable acid addition salt thereof wherein
- A is ##STR119## wherein R and R' are each independently hydrogen, benzyl or lower alkyl; x is PHE, HOMOPHE, TYR, TYR(OMe), CYCLOHEXYLALA, LEU, NAPHTHYLALA, TRP, HIS, or (NMe)PHE;
- Y is GLN, HIS, LEU, PGY, MET, MET(O), MET(O.sub.2), TZA, ALG, PPG, CPM, EMG, BYG, NIA, PHA, ##STR120## wherein B is a carbon chain of from 3 to 6 carbon atoms which is saturated, unsaturated, or acetylenic;
- R and R' are each independently hydrogen benzyl or lower alkyl;
- W is STA, CYSTA, PHSTA, CHSTA, ASTA, ACYS, DFSTA, DFKSTA, DFCYS, DFKCYS, DFCHS, DFKCHS; and
- U is ##STR121## which comprises reacting at least two equivalents of a sulfamyl chloride with at least one equivalent of amino acid as in X, an inorganic aqueous base and a water-miscible organic solvent to give a sulfamyl-amino acid, followed by coupling of the latter to the --Y--W--U fragment and if desired, converting to a pharmaceutically acceptable acid addition salt thereof.
CROSS-REFERENCE TO RELATED APPLICATION
This is a divisional of U.S. Ser. No. 07/676,047 filed Mar. 27, 1991, now U.S. Pat. No. 5,162,527; which is a divisional of U.S. Ser. No. 07/384,236, filed Jul. 24, 1989, now U.S. Pat. No. 5,063,207; which is a continuation-in-part of U.S. Ser. No. 07/206,023 filed Jun. 17, 1988, now abandoned; which is a continuation-in-part of U.S. Ser. No. 07/113,772 filed Oct. 26, 1987, now abandoned.
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Divisions (2)
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Number |
Date |
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Parent |
676047 |
Mar 1991 |
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Parent |
384236 |
Jul 1989 |
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Continuation in Parts (2)
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Date |
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206023 |
Jun 1988 |
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Parent |
113772 |
Oct 1987 |
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