253178-33-5Relevant academic research and scientific papers
A very reliable method for determination of absolute configuration of chiral secondary alcohols by 1H NMR spectroscopy
Takeuchi, Yoshio,Fujisawa, Hidehito,Noyori, Ryoji
, p. 4607 - 4610 (2007/10/03)
(Chemical equation presented) Surprisingly stable synperiplanar conformers of CFTA esters have led us to develop a new and very reliable method for assigning absolute configurations of even secondary alcohols having minimal structural differences, such as chiral benzhydrols and α-monodeuterated benzyl alcohols.
An efficient procedure for the resolution of α-cyano-α-fluoro- p-tolylacetic acid (CFTA) via the diastereomeric N-carbobenzyloxy-cis-1-amino-2- indanol esters
Fujiwara, Tomoya,Sasaki, Masaki,Omata, Kenji,Kabuto, Chizuko,Kabuto, Kuninobu,Takeuchi, Yoshio
, p. 555 - 563 (2007/10/03)
Development of a new, efficient resolution method of α-cyano-α- fluoro-p-tolylacetic acid (CFTA) 2a has been successfully achieved, which has been troublesome to obtain by conventional methods, in spite of its outstanding ability as an NMR chiral derivatizing agent. Fractional recrystallization of a mixture of the diastereomeric CFTA esters prepared from racemic CFTA chloride and (1R,2S)-N-carbobenzyloxy-cis-1-amino-2-indanol (-)-B afforded the less-soluble diastereomer, which was hydrolyzed to give (S)-2a. It has also been demonstrated that optically active N-acetyl-cis-1-amino-2-indanol is effective for the chromatographic resolution of α-arylacetic acids including ibuprofen and naproxen.
