10070-92-5Relevant articles and documents
In Situ Mass Spectrometric and Kinetic Investigations of Soai's Asymmetric Autocatalysis
Lamour, Saskia,Maier, Frank,Siegle, Alexander F.,Straub, Bernd F.,Trapp, Oliver,Zawatzky, Kerstin
, (2020)
Chemical reactions that lead to a spontaneous symmetry breaking or amplification of the enantiomeric excess are of fundamental interest in explaining the formation of a homochiral world. An outstanding example is Soai's asymmetric autocatalysis, in which small enantiomeric excesses of the added product alcohol are amplified in the reaction of diisopropylzinc and pyrimidine-5-carbaldehydes. The exact mechanism is still in dispute due to complex reaction equilibria and elusive intermediates. In situ high-resolution mass spectrometric measurements, detailed kinetic analyses and doping with in situ reacting reaction mixtures show the transient formation of hemiacetal complexes, which can establish an autocatalytic cycle. We propose a mechanism that explains the autocatalytic amplification involving these hemiacetal complexes. Comprehensive kinetic experiments and modelling of the hemiacetal formation and the Soai reaction allow the precise prediction of the reaction progress, the enantiomeric excess as well as the enantiomeric excess dependent time shift in the induction period. Experimental structural data give insights into the privileged properties of the pyrimidyl units and the formation of diastereomeric structures leading to an efficient amplification of even minimal enantiomeric excesses, respectively.
One-pot synthesis of pyrimidine-5-carboxaldehyde and ethyl pyrimidine -5- carboxylate by utilizing pyrimidin-5-yl-lithium
Rho,Abuh
, p. 253 - 256 (1994)
Pyrimidine-5-carboxaldehyde was prepared in a one-pot reaction from 5- bromo-pyrimidine via metal halogen exchange. Pyrimidin-5-yl-lithium reacted with formate ester and ethyl cyanoformate, forming respectively the aldehyde and carboxy ethyl ester.
NOVEL THYROMIMETICS
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Page/Page column 126, (2020/09/19)
Compounds are provided having the structure of Formula (I): or a pharmaceutically acceptable isomer, racemate, hydrate, solvate, isotope, or salt thereof, wherein A, X1, X2, Q, R1, R2 and n are as defined herein. Such compounds function as thyromimetics and have utility for treating diseases such as neurodegenerative disorders and fibrotic diseases. Pharmaceutical compositions containing such compounds are also provided, as are methods of their use and preparation.
A pharmaceutical intermediate pyrimidine -5 - formaldehyde preparation method (by machine translation)
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Paragraph 0008; 0009; 0010; 0011; 0012; 0013, (2018/07/30)
The present invention discloses a pharmaceutical intermediate pyrimidine - 5 - formaldehyde preparation method, which belongs to the technical field of drug synthesis. Technical proposal of the invention points are: to uracil as a starting material, in the presence of protective agent aluminum trichloride or the boric acid in high yield wells meyer - Harker reaction generating pyrimidine - 5 - formaldehyde. The invention has the mild reaction conditions and the advantage of high yield, is with the value of industrial production of synthetic method. (by machine translation)
