High impact information on p-Dimethylaminopyridine

• We have developed "planar-chiral" derivatives of 4-(dimethylamino)pyridine (DMAP), a highly versatile nucleophilic catalyst, that are effective in a diverse array of processes, including the Staudinger synthesis of beta-lactams, the acylation of silyl ketene acetals, and the kinetic resolution of amines [1].
• The DMAP-catalyzed acetylation of alcohols--a mechanistic study (DMAP = 4-(dimethylamino)pyridine) [2].
• In this paper, we report the use of an NIR fiber-optic spectrometer with a high-speed diode array for calibration-free monitoring and modeling of the reaction of acetic anhydride with butanol using the catalyst 4-(dimethylamino)pyridine in a microscale batch reactor [3].
• Esterification of [4-(hydroxyphenyl)thiomethyl]polystyrene (Marshall resin) with ethers of N-BOC-L-tyrosine using diisopropylcarbodiimide (DIC) and 4-dimethylaminopyridine (4-DMAP) afforded the solid-supported ester derivatives [4].
• The 5'-OH function of AZT was esterified with various acids in the presence of DCC and 4-(dimethylamino)pyridine (DMAP) [5].

Biological context of p-Dimethylaminopyridine

• [reaction: see text] 1,2-Diols react at rt with alkyl propynoates, in the presence of 4-dimethylaminopyridine, to give cyclic acetals which are quite stable to acid-catalyzed hydrolysis or methanolysis [6].
• Kinetics of trans-cinnamic anhydride reactions catalyzed by pyridine, 4-dimethylaminopyridine, and N-methylimidazole [7].
• Structure-activity relationship studies showed the 4-dimethylaminopyridine moiety in the 3 position to be the ultimate structural requirement for expressing PAF-antagonistic activity [8].

Anatomical context of p-Dimethylaminopyridine

• A comparison of the effects of 4-dimethylaminopyridine and 4-aminopyridine on isolated cardiac and skeletal muscle preparations [9].

Associations of p-Dimethylaminopyridine with other chemical compounds

• Compounds 3a-f were prepared by coupling the corresponding naproxen hydroxyalkyl ester with the morpholinyl- or (4-methyl-1-piperazinyl)acyl acid in the presence of dicyclohexylcarbodiimide (DCC) and 4-(dimethylamino)pyridine (DMAP) and quantitatively hydrolyzed (t(1/2) = 1-26 min) to naproxen in human serum [10].
• The 17-acyl group was introduced to the 9 alpha, 11 beta-dichloro 21-acetate by direct acylation with the appropriate heteroaryl carbonyl chloride in the presence of 4-(dimethylamino)pyridine [11].
• In the presence of 4-(dimethylamino)pyridine as a base, the acid chloride smoothly reacted with various alcohols under mild conditions to give the corresponding esters including [60]fullerene-biomolecule hybrids in moderate to high yields [12].
• It is based on a planar chiral ferrocene skeleton with either the potent nucleophile 4-(dimethylamino)pyridine (DMAP) or the related 4-nitropyridine N-oxide attached in either the 2- or the 3-position [13].
• The first metal organic thallium antimonide, the heterocycle [Me(2)TlSb(SiMe(3))(2)](3), was synthesized by reaction of [Me(2)AlSb(SiMe(3))(2)](3) with the Lewis acid-base adduct dmap-TlMe(3) (dmap = 4-dimethylaminopyridine) [14].

Gene context of p-Dimethylaminopyridine

• Determination of urinary monohydric and dihydric phenols by gas chromatography of the acetate and TMS derivatives. 4-Dimethylaminopyridine as a catalyst for acetylation reactions [15].
• Ac-Xaa-Trp(Nps)-OMe [Xaa = Lys (11a), Orn (11b) were synthesized by acetylation of H-Xaa(Z)-Trp(Nps)-OMe with acetic anhydride, in the presence of 4-dimethylaminopyridine, and subsequent removal of the Z groups [16].

Analytical, diagnostic and therapeutic context of p-Dimethylaminopyridine

• The barriers to enantiomerization of a series of axially chiral biaryl analogues of 4-(dimethylamino)pyridine (DMAP) 1-10 were determined experimentally by means of dynamic HPLC measurements and racemization studies [17].
• MM-MTX IIIB were then prepared by reacting AH-MTX with carboxyl-terminated magnetic microspheres, commercially available, in the presence of EDCI and 4-(dimethylamino)pyridine [18].
• The ultraviolet transitions of 4-(dimethylamino)pyridine and its derivatives: 3-methyl-4-(dimethylamino)pyridine and 3,5-dimethyl-4-(dimethylamino)pyridine were investigated by electronic absorption and magnetic circular dichroism (MCD) spectroscopy, and by quantum chemical calculations [19].
• Raman spectroscopy has been used to investigate raw cotton acetylation using acetic anhydride/4-dimethylaminopyridine (DMAP) catalyst blend without solvent [20].
• Fourier transform infrared (FTIR) and 13C MAS NMR spectroscopy have been used to investigate the acetylation of raw cotton samples with acetic anhydride without solvents in the presence of different amounts of 4-dimethylaminopyridine (DMAP) catalyst [21].

References