1,5-Benzoxathiepin Derivatives. I. Synthesis and Reaction of 1,5-Benzoxathiepin Derivatives(Medicinal Chemistry,Chemical)
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概要
- 論文の詳細を見る
Methyl 3-oxo-3,4-dihydro)-2H-1,5-benzoxathiepin-4-carboxylates (3a-f) were synthesized by regioselective Dieckmann reaction of methyl 2-methoxycarbonylmethylthiophenoxyacetates (2a-f) [readily prepared from 2-mercaptophenols (1a-f)] in fairly good yields. Alkylation of the ketoestcr (3b) with alkyl halides gave 4-alkylated derivatives (7 and 8). A substituent at the 2-position on the 1,5-benzoxalhiepin ring was introduced by Dieckmann reaction of methyl α-substituted 2-methoxycarbonylmethylthiophenoxyacetates (11, 12b and 12f). Thorpe-Ziegler reaction of 2-cyanomethylthiophenoxyacetonitriles (18a-d) gave 3-amino-2H-1,5-benzoxathiepin-4-carbonitriles (19a-d). Novel heterocycles, 4-amino-11H-pyrimido[4,5-e][1,5]benzoxathiepin derivatives (24-32), were synthesized by the reaction of enaminonitriles (3a and 3b) with amidines or guanidines.
- 社団法人日本薬学会の論文
- 1987-05-25
著者
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馬渕 宏
Pharamaceutical Research Laboratories Ii Pharmaceutical Research Division Takeda Chemcial Industries
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川松 豊
Central Research Division, Takeda Chemical Industries, Ltd.,
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杉原 弘貞
Central Research Division, Takeda Chemical Industries, Ltd.,
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馬渕 宏
Central Research Division, Takeda Chemical Industries, Ltd.
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川松 豊
干寿製薬株式会社経営戦略室
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杉原 弘貞
Central Research Division Takeda Chemical Industries. Ltd.
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