An Efficient Synthesis of 6-Substituted Aminohexahydro-1H-1,4-diazepines from 2-Substituted Aminopropenals
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概要
- 論文の詳細を見る
Swern oxidation of 2-substituted amino-1,3-propanediols 20a-d, 38,41,and 42 smoothly proceeded to give the oxidative dehydration products, 2-substituted aminopropenals 17a-d, 43,45 and 46,respectively. Reaction of the intriguing 2- substituted aminopropenals 17a-d with N-benzyl-N'-methyl- or N, N'-dimethylethylenediamine(12o or 12p) followed by NaBH_4 reduction of the iminium salt intermediates afforded the corresponding 6-substituted aminohexahydro-1H-1,4-diazepines 16 and 24-28. The similar ring formation of 1H-indazole derivatives 43 and 45 employing 12o directly furnished the 1H-dindazole-3-carboxamide 4,which showed a potent serotonin-3(5-HT_3) receptor antagonistic activity.
- 社団法人日本薬学会の論文
- 1996-12-15
著者
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森江 俊哉
大日本製薬株式会社創薬研究所
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Kato S
Medicinal Chemistry Group Chemistry Research Laboratories Dainippon Pharmaceutical Co. Ltd.
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HARADA Hiroshi
Discovery Research Laboratories I, Dainippon Pharmaceutical Co., Ltd.,
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MORIE Toshiya
Discovery Research Laboratories I, Dainippon Pharmaceutical Co., Ltd.,
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HIROKAWA Yoshimi
Discovery Research Laboratories I, Dainippon Pharmaceutical Co., Ltd.,
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KATO Shiro
Discovery Research Laboratories I, Dainippon Pharmaceutical Co., Ltd.,
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Kato S
Tokushima Bunri Univ. Jpn
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Kato Shiro
Discovery Research Laboratories I Dainippon Pharmaceutical Co. Ltd.
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Harada H
Department Of Kidney Transplant Surgery Sapporo City General Hospital
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Hirokawa Y
Medicinal Chemistry Group Chemistry Research Laboratories Dainippon Pharmaceutical Co. Ltd.
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Harada Hiroshi
Department Of Urology Hokkaido University School Of Medicine
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