- Preparation method of intermediate of pitavastatin calcium
-
The invention relates to a preparation method of an intermediate 2-cyclopropyl-4-(4-fluorophenyl)-3-quinolinecarboxylate of pitavastatin calcium. The method comprises the following steps: with 2-aminobenzonitrile and 3-cyclopropyl-3-oxo-propionate as star
- -
-
-
- Rapid and efficient synthesis of poly-substituted quinolines assisted by p-toluene sulphonic acid under solvent-free conditions: Comparative study of microwave irradiation versus conventional heating
-
A rapid and efficient method for the preparation of various poly-substituted quinolines has been developed through the Friedlaender condensation of 2-aminoarylketone or 2-aminoarylaldehyde with carbonyl compounds in the presence of p-toluene sulphonic aci
- Jia, Cheng-Sheng,Zhang, Ze,Tu, Shu-Jiang,Wang, Guan-Wu
-
p. 104 - 110
(2007/10/03)
-
- Synthesis and biological evaluations of quinoline-based HMG-CoA reductase inhibitors
-
A series of quinoline-based 3,5-dihydroxyheptenoic acid derivatives were synthesized from quinolinecarboxylic acid esters by homologation, aldol condensation with ethyl acetoacetate dianion, and reduction of 3-hydroxyketone to evaluate their ability to inhibit the enzyme HMG-CoA reductase in vitro. In agreement with previous literature, a strict structural requirement exists on the external ring, and 4-fluorophenyl is the most active in this system. For the central ring, substitution on positions 6, 7, and 8 of the central quinoline nucleus moderately affected the potency, whereas the alkyl side chain on the 2-position had a more pronounced influence on activity. Among the derivatives, NK-104 (pitavastatin calcium), which has a cyclopropyl group as the alkyl side chain, showed the greatest potency. We found that further modulation and improvement in potency at inhibiting HMG-CoA reductase was obtained by having the optimal substituents flanking the desmethylmevalonic acid portion, that is, 4-fluorophenyl and cyclopropyl, instead of the usual isopropyl group.
- Suzuki,Iwasaki,Fujikawa,Kitahara,Sakashita,Sakoda
-
p. 2727 - 2743
(2007/10/03)
-
- Practical synthesis of quinoline nucleus of NK-104
-
The development of practical synthetic procedure for a staple intermediate of NK-104, a highly advanced HMG-Co.A reductase inhibitor is reported.
- Suzuki, Mikio,Tanikawa, Keizo,Sakoda, Ryozo
-
p. 479 - 483
(2007/10/03)
-
- A NOVEL SYNTHETIC METHOD OF HMG-CoA REDUCTASE INHIBITOR NK-104 VIA HYDROBORATION-CROSS COUPLING SEQUENCE
-
The regioselective hydroboration of ethyl (3R,5S)-3,5-isopropylidenedioxy-6-heptynoate, followed by the cross-coupling reaction with an aryl halide, provides ethyl (3R,5S,6E)-7-aryl-3,5-isopropylidenedioxy-6-heptenoate, a precursor of a highly potent HMG-
- Miyachi, Nobuhide,Yanagawa, Yoshinobu,Iwasaki, Hiroshi,Ohara, Yoshio,Hiyama, Tamejiro
-
p. 8267 - 8270
(2007/10/02)
-