Claims
- 1. A process for the preparation of a compound having the formula ##STR9## wherein R.sup.1 represents phenyl group substituted with from one to 5 members selected from nitro, cyano, halogen or alkoxycarbonyl having 1-4 carbon atoms in the alkyl moiety; R.sup.2 represents an alkyl group having 1-4 carbon atoms; R.sup.3 represents carboxyl group or a protected carboxyl group selected from the group consisting of an alkoxycarbonyl having 1-4 carbon atoms in the alkoxy moiety, halogenoalkoxycarbonyl having 1-4 carbon atoms in the alkoxy moiety, benzyloxycarbonyl and benzyloxycarbonyl substituted with nitro or methoxy in the phenyl group, diphenylmethoxycarbonyl, trialkylsilyloxycarbonyl having 1-4 carbon atoms in each alkyl moiety, phenacyloxycarbonyl and phenacyloxycarbonyl substituted with halogen or nitro, acyloxycarbonyl, halogenoacyloxycarbonyl, dialkylphosphinooxycarbonyl having 1-4 carbon atoms in the alkyl moiety, dihalogenophosphinooxycarbonyl, and aminocarbonyl; Z represents a fragment of the formula ##STR10## wherein R.sup.4 is selected from the group consisting of alkyl having 1-4 carbon atoms, alkoxy having 1-4 carbon atoms, halogen, carbamoyloxymethyl, alkanoyloxymethyl having 1-4 carbon atoms in the alkyl moiety, benzoyloxymethyl, and heterocyclic thiomethyl selected from the group consisting of tetrazolyl, 1-alkyltetrazolyl-, 1-carboxyalkyltetrazolyl-, 1-alkoxycarbonylalkyltetrazolyl-, 1-sulfoalkyltetrazolyl-, 1-aminosulfonylalkyltetrazolyl-, 1-mono- or dialkylaminosulfonylalkyltetrazolyl-, 1-aminoalkyltetrazolyl-, 1-mono-or dialkylaminoalkyltetrazolyl-, isoxazolyl-, imidazolyl-, thiazolyl-, triazolyl-, thienyl-, thiadiazolyl-, methylthiadiazolyl-, pyrimidinyl- and pyridylthiomethyl, and a pharmaceutically acceptable salt thereof; which comprises reacting a compound having the formula ##STR11## with an alcohol having the formula
- R.sup.2 OH
- in the presence of a compound selected from the group consisting of alkali metal hydroxides, alkaline earth metal hydroxides, alkali metal carbonates, and alkali metal alkoxides.
- 2. The process of claim 1, wherein the alkali metal alkoxide is selected from the group consisting of lithium methoxide, potassium methoxide, sodium methoxide and potassium tertiary butoxide.
- 3. A process for the preparation of a compound having the formula ##STR12## wherein R.sup.1 represents phenyl group substituted with from one to 5 members selected from nitro, cyano, halogen or alkoxycarbonyl having 1-4 carbon atoms in the alkyl moiety; R.sup.2 represents an alkyl group having 1-4 carbon atoms; R.sup.3 represents carboxyl group or a protected carboxyl group selected from the group consisting of an alkoxycarbonyl having 1-4 carbon atoms in the alkoxy moiety, halogenoalkoxycarbonyl having 1-4 carbon atoms in the alkoxy moiety, benzyloxycarbonyl and benzyloxycarbonyl substituted with nitro or methoxy in the phenyl group, diphenylmethoxycarbonyl, trialkylsilylcarbonyl having 1-4 carbon atoms in each alkyl moiety, phenacyloxycarbonyl and phenacyloxycarbonyl substituted with halogen or nitro, acyloxycarbonyl, halogenoacyloxycarbonyl, dialkylphosphinooxycarbonyl having 1-4 carbon atoms in the alkyl moiety; dihalogenophosphinooxycarbonyl, and aminocarbonyl; Z represents a fragment of the formula ##STR13## wherein R.sup.4 is selected from the group consisting of alkyl having 1-4 carbon atoms, alkoxy having 1-4 carbon atoms, halogen, carbamoyloxymethyl, alkanoyloxymethyl having 1-4 carbon atoms in the alkyl moiety, benzoyloxymethyl, and heterocyclic thiomethyl selected from the group consisting of tetrazolyl, 1-alkyltetrazolyl-, 1-carboxyalkyltetrazolyl-, 1-alkoxycarbonylalkyltetrazolyl-, 1-sulfoalkyltetrazolyl-, 1-aminosulfonylalkyltetrazolyl-, 1-mono- or dialkylaminosulfonylalkyltetrazolyl-, 1-aminoalkyltetrazolyl-, 1-mono- or dialkylaminoalkyltetrazolyl-, isoxazolyl-, imidazolyl-, thiazolyl-, triazolyl-, thienyl-, thiadiazolyl-, methylthiadiazolyl-, pyrimidinyl- and pyridylthiomethyl, and a pharmaceutically acceptable salt thereof; which comprises reacting a compound having the formula ##STR14## with metal dioxide to form the compound having the formula ##STR15## and reacting the latter compound III with an alcohol having the formula
- R.sup.2 OH IV
- in the presence of a compound selected from the group consisting of alkali metal hydroxides, alkaline earth metal hydroxides, alkali metal carbonates and alkali metal alkoxides to form said compound I.
- 4. The process of claim 3, wherein the metal oxide is manganese dioxide.
Priority Claims (1)
Number |
Date |
Country |
Kind |
51-37958 |
Apr 1976 |
JPX |
|
Parent Case Info
This is a division, of application Ser. No. 779,907, filed Mar. 21, 1977.
US Referenced Citations (5)
Non-Patent Literature Citations (2)
Entry |
Baldwin et al., J. Am. Chem. Soc., 95(7) 2401-2403, 04/04/73. |
Welch, J. Org. Chem., vol. 41, No. 12, 2220-2222 (1976). |
Divisions (1)
|
Number |
Date |
Country |
Parent |
779907 |
Mar 1977 |
|