Synthesis of Fluorinated Retinal : A C_6-C_7 s-trans Fixed Retinal Containing a Trifluoromethyl Group at the Terminal Position of the Conjugated System
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概要
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For the study of retinal-binding proteins by using fluorine-modified retinals, the all-trans bicyclic trifluororetinal (1), whose C_6-C_7 bond is fixed in the s-trans form by an ethano bridge, was synthesized. Introduction of a trifluoromethyl group was carried out in 70% yield by photochemical trifluoromethylation of the dienol ether compound (2) with trifluoromethyl iodide. From a comparison of the absorption maximum of 1 with that of the bicyclic retinal (12), it is clear that the electron-withdrawing trifluoromethyl group induces a notable hypsochromic shift (18 nm) of 1.
- 公益社団法人日本薬学会の論文
- 1991-04-25
著者
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田口 武夫
東京薬科大学薬学部
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小林 義郎
Tokyo College of Pharmacy
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田口 武夫
Tokyo College of Pharmacy
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小林 義郎
東京薬科大学薬学部
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Taguchi T
Department Of Pathobiochemistry Faculty Of Pharmacy Meijo University
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榛澤 雄二
Tokyo College of Pharmacy
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鈴木 実
Tokyo College of Pharmacy
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榛澤 雄二
東京薬科大学薬学部
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