14758-99-7Relevant articles and documents
Catalyst-free one-pot reductive alkylation of primary and secondary amines and N,N-dimethylation of amino acids using sodium borohydride in 2,2,2-trifluoroethanol
Tajbakhsh, Mahmood,Hosseinzadeh, Rahman,Alinezhad, Heshmatollah,Ghahari, Somayeh,Heydari, Akbar,Khaksar, Samad
experimental part, p. 490 - 496 (2011/03/20)
A simple and convenient procedure for the reductive alkylation of primary and secondary amines and N,N-dimethylation of amino acids is described using sodium borohydride as a reducing agent in 2,2,2- trifluoroethanol without use of a catalyst or any other additive. The solvent can be readily recovered from reaction products in excellent purity for direct reuse. Georg Thieme Verlag Stuttgart - New York.
Optical Resolution and Asymmetric Transformation of (RS)-N-Alkyl- and (RS)-N,N-Dialkyl-2-phenylglycines
Shiraiwa, Tadashi,Baba, Yoshihisa,Miyazaki, Hideya,Sakata, Shinji,Kawamura, Seiko,et al.
, p. 1430 - 1437 (2007/10/02)
Optical resolution of (RS)-N-methyl-2-phenylglycine and (RS)-N-ethyl-2-phenylglycine was carried out by using (1S)-10-camphorsulfonic acid as resolving agents, and that of (RS)-N-ethyl-N-methyl-2-phenylglycine by (R)- and (S)-1-phenylethylamine.Racemization rates of optically active Mpg, Epg, Emp, N,N-dimethyl-2-phenylglycine , and six α-amino acids were measured by heating in carboxylic acids.The electron-donating amino acid side chain and N-substituted alkyl group decreased therate to inhibit the formation of intermediary carbanions, whereas the electron-withdrawing side chain increased it.Asymmetric transformation of (RS)-Mpg, (RS)-Epg, and (RS)-Dmp was carried out on the basis of the results of optical resolution and racemization to give the corresponding enantiomers of approximately 100percent optical purities in over 70percent yield based on the sterting racemates.
