Heterocyclic Prostaglandins(第4報)8-Aza-11-deoxyprostaglandin E_1およびその関連化合物の合成
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概要
- 論文の詳細を見る
Synthesis of 8-azaprostanoids (1a-e and 15a-e) from 5-hydroxymethyl-2-pyrrolidinone (3) was described. Acetylation of 3 and subsequent alkylation with methyl 7-iodoheptanoate yielded N-alkylated compound (7), which was converted into 5-hydro-xymethyl derivative (10) after selective hydrolysis. The same compound (10) was also conveniently prepared from 3 after ethoxyethylation and alkylation followed by treatment with acidic methanol. The Collins oxidation of 10 provided an aldehyde (11) which served as a key intermediate. The wittig reaction of 11 with various dimethyl 2-oxo-phosphonates yielded the corresponding enones (12a-e), which were reduced by sodium borohydride, followed by the separation of C_<15>-epimers and alkaline hydrolysis, to give moderate yields of 1a-e, and 15a-e.
- 社団法人日本薬学会の論文
- 1980-04-25
著者
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石田 昭彦
Organic Chemistry Research Laboratory Tanabe Seiyaku Co. Ltd.
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西條 成良
田辺製薬株式会社有機化学研究所
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和田 征夫
田辺製薬株式会社有機化学研究所
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野口 勝通
田辺製薬株式会社有機化学研究所
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村木 正義
田辺製薬株式会社有機化学研究所
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石田 昭彦
田辺製薬株式会社有機化学研究所
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日水 順一
田辺製薬株式会社有機化学研究所
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和田 征夫
Organic Chemistry Research Laboratory Tanabe Seiyaku Co. Ltd.
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日水 順一
Organic Chemistry Research Laboratory Tanabe Seiyaku Co. Ltd.
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