Industrial Technology Research Institute

Yung Shin Pharmaceutical Ind. Co., Ltd.

Yuh-Lin Allen Yang

Ching Te Chang

Yeuk-Chuen Liu

Ay-Hua Gau

Polyaryl antitumor agents

An acylation process using a sulfonic acid, a salt of the sulfonic acid, or a mixture thereof, as a catalyst. Compound 6 is prepared by protecting the 4-hydroxyl group on the pyranone ring of the 8'-hydroxy compound 2 to form a .beta.-protected compound 3, acylating the 8-hydroxy group on the polyhydronaphthyl ring of compound 3 to give protected ester, compound 4, then removing the protecting group, where the compounds 6, 2, 3 and 4 are as described in the specification.

Process for preparing

The present invention relates to a group of polyheterocyclic compounds covered by the following formula: ##STR1## wherein each of X.sub.1, X.sub.2, X.sub.3, and X.sub.4, independently, is O, S, NH, or N(C.sub.1-6 alkyl), but one of them must be O, NH, or N(C.sub.1-6 alkyl); each of R.sub.1, R.sub.2, R.sub.5, and R.sub.6, independently, is H or a substituent (e.g., halogen, CN, NO.sub.2, or C.sub.1-4 haloalkyl), but at least one of them must be a substituent; each of R.sub.3 and R.sub.4, independently, is H, C.sub.1-6 alkyl, CHO, CH.sub.2 OH, or CH.sub.2 NH.sub.2 ; and each of m and n, independently, is 0 or 1.

Polyheterocyclic compounds

The process for preparing compound 2 by reacting the compound 1, each as described in the specification hereof, with a tetraalkyl ammonium hydroxide having the formula R.sub.1 R.sub.2 R.sub.3 R.sub.4 N.sup.+ OH.sup.-, wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are each independently a C.sub.1 -C.sub.10 alkyl group or a (C.sub.6 -C.sub.10) aryl (C.sub.1 -C.sub.10) alkyl group, to obtain an triol carboxylate thereof, acidifying the triol carboxylate, then lactonizing the product to obtain diol lactone, a key intermediate for production of antihypercholesterolemia agents.

Process for preparing 6(R)-2

The present invention provides a process for preparing a (4S,5R)-2,4-diphenyl-5-carboxy-oxazoline derivative, which can serve as a taxol side-chain precursor, from the treatment of a (2R,3S)-alkyl trans-3-phenyl-2,3-epoxypropionate derivative with benzonitrile in the presence of a strong acid.

Growing community of inventors

Hsin-Chu Hsien, Taiwan

Yuh-Lin Allen Yang