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・ 4-Cresol dehydrogenase (hydroxylating)
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・ 4-Dimethylallyltryptophan N-methyltransferase
・ 4-Dimethylaminophenol
・ 4-Dimethylaminophenylpentazole
4-Dimethylaminopyridine
・ 4-Diphosphocytidyl-2-C-methyl-D-erythritol 2-phosphate
・ 4-Diphosphocytidyl-2-C-methylerythritol
・ 4-Ethylamphetamine
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4-Dimethylaminopyridine : ウィキペディア英語版
4-Dimethylaminopyridine

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4-Dimethylaminopyridine (DMAP) is a derivative of pyridine with the chemical formula (CH3)2NC5H4N. This colourless solid is of interest because it is more than 10,000x more basic than pyridine, owing to the inductive effect of the NMe2 substituent.
Because of its high basicity, DMAP is a useful nucleophilic catalyst for a variety of reactions such as esterifications with anhydrides, the Baylis-Hillman reaction, hydrosilylations, tritylation, the Steglich rearrangement, Staudinger synthesis of β-lactams and many more. Chiral DMAP analogues are used in kinetic resolution experiments of mainly secondary alcohols and Evans auxiliary type amides.
==Preparation==
DMAP can be prepared in a two-step procedure from pyridine, which is first oxidized to 4-pyridylpyridinium cation. This cation then reacts with dimethylamine:〔Shinkichi Shimizu, Nanao Watanabe, Toshiaki Kataoka, Takayuki Shoji, Nobuyuki Abe, Sinji Morishita, Hisao Ichimura "Pyridine and Pyridine Derivatives" in "Ullmann's Encyclopedia of Industrial Chemistry" 2007; Wiley-VCH, Weinheim. 〕
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