Claims
- 1. A process for the preparation of a compound of the formula I ##STR4## in which R' is a naphthalene ring which is bonded in the alpha or beta position and is optionally substituted with up to 5 alkyl groups which contain up to 3 carbon atoms, and/or up to 5 alkoxy groups each with up to 3 carbon atoms, or is a tetralin ring or indane ring which is bonded in the alpha or beta position and is optionally substituted with up to 5 alkyl groups which are composed of up to 3 carbon atoms, and/or up to 5 alkoxy groups each with up to 3 carbon atoms, or is a phenyl ring which is optionally with up to 5 alkyl groups which contain up to 4 carbon atoms, and/or with up to three groups of the structure O-X in which O is oxygen and X is hydrogen, methyl, ethyl, n-propyl, i-propyl, tert.-butyl, i-butyl, i-pentyl or neo-pentyl, or is a chroman system which is optionally substituted with up to 5 alkyl groups which contain up to 3 carbon atoms.
- R.sup.1 is a group of the structure A-B with A=--(CH.sub.2).sub.n -- and n=1-4 and B is selected from carboxyl, C.sub.1 -C.sub.17 alkoxycarbonyl, carboxamide, sulfonic acid, an acid of phosphorous, boronic acid and tetrazole group, or R.sup.1 is a group of the structure A-B-R- where A has the above meaning, B is carbonyl or sulfonyl, and the group R is an N-bonded naturally-occurring amino acid or gamma-butyric acid, optionally in esterified form, or R is a structure ##STR5## wherein X1, X2 and X3 are identical or different and are hydrogen, hydroxyl, methyl or O-acetyl, and
- R.sup.2 and R.sup.3 can be identical or different and are alkyl groups with up to 4 carbon atoms or together form a heterocyclic ring selected from pyrrolidine, piperidine, or azacycloheptane which can be optionally substituted with a hydroxyl group or a hydroxyalkyl group with up to 3 carbon atoms, and this hydroxyl group is optionally in esterified form, the corresponding acids being carboxylic acids which contain up to 17 carbon atoms, and in which the carbon atom marked with * is in the R or S configuration,
- which process comprises coupling a protective acidic amino acid via the carboxyl group in the alpha position to the alpha-amino functionality of a p-cyanophenylalanine amide derivative, removing the N-alpha protective group, coupling a sulfonyl chloride to this nitrogen group, convening the cyano group into the amidino functionality and, where appropriate, eliminating a protective group which is present on the third functionality of the acidic amino acid.
Priority Claims (1)
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Date |
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41 15 468.1 |
May 1991 |
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Parent Case Info
This is a division of application Ser. No. 08/190,682, filed Jan. 25, 1994, now U.S. Pat. No. 5,457,114, which is a continuation of Ser. No. 07/879,360 filed May 7, 1992, now abandoned.
US Referenced Citations (2)
Non-Patent Literature Citations (1)
Entry |
McOmie "Protective groups in organic chemistry" Plenum Press, p. 43, 73 1973. |
Divisions (1)
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190682 |
Jan 1994 |
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Continuations (1)
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879360 |
May 1992 |
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