84652-30-2Relevant articles and documents
Acceptor-Controlled Transfer Dehydration of Amides to Nitriles
Okabe, Hiroyuki,Naraoka, Asuka,Isogawa, Takahiro,Oishi, Shunsuke,Naka, Hiroshi
, p. 4767 - 4770 (2019/06/17)
Palladium-catalyzed dehydration of primary amides to nitriles efficiently proceeds under mild, aqueous conditions via the use of dichloroacetonitrile as a water acceptor. A key to the design of this transfer dehydration catalysis is the identification of an efficient water acceptor, dichloroacetonitrile, that preferentially reacts with amides over other polar functional groups with the aid of the Pd catalyst and makes the desired scheme exergonic, thereby driving the dehydration.
Hydrophobic parameters ? of amino-acid side chains from the partitioning of N-acetyl-amino-acid amides
Fauchere, Jean-Luc,Pliska, Vladimir
, p. 369 - 376 (2007/10/02)
A hydrophobic parameter for the side chain of each of the twenty naturally occuring amino-acids was estimated quantitatively by partitioning of their N-acetyl-amino-acid amides (CH3CO-NH-CH(R)-CONH2, R=variable side chain) in octanol/water.Suitable forms of the derivatives were synthesized chemically where necessary.The new series affords reliable distribution coefficients especially for polar amino-acids.A set of Hansch side chain parameters ? obtained for the twenty common amino-acids, for half-cystine as well as for the extremly lipophilic amino-acids carboranylalanine and adamantylalanine.It is found that these hydrophobicity indices, obtained at neutral pH, are tightly correlated with the degree of solvent exposure of the side chain in globular proteins and it is proposed that they be used in future biophysical and pharmacological studies.