Synthesis of DL-threo- and DL-erythro-β-hydroxyisoleucine

1968 ◽  
Vol 46 (19) ◽  
pp. 3007-3012 ◽  
Author(s):  
T. A. Dobson ◽  
L. C. Vining

DL-threo- and DL-erythro-β-Hydroxyisoleucine were prepared from cis- and trans-3-methylpent-2-enoic acids, respectively. The configuration of the erythro isomer was established from its synthesis by two independent routes. The diastereoisomers, and those of other β-hydroxy amino acids, can be distinguished by examination of their proton magnetic resonance spectra.

1967 ◽  
Vol 20 (8) ◽  
pp. 1663 ◽  
Author(s):  
JFK Wilshire

2-Fluoro-5-nitrobenzonitrile, an analogue of 1-fluoro-2,4- dinitrobenzene, in which the 2-nitro group has been replaced by a cyano group, has been prepared and made to react with several amines, amino acids, and NH-heteroaromatic compounds. The proton magnetic resonance spectra of some of the resultant N-(2-cyano-4-nitrophenyl) derivatives were compared with the spectra of the corresponding N-(2,4- dinitrophenyl) derivatives and furnish further evidence that the ortho nitro group of the latter derivatives is rotated out of the plane of the aromatic nucleus.


1962 ◽  
Vol 40 (5) ◽  
pp. 875-881 ◽  
Author(s):  
H. M. Hutton ◽  
T. Schaefer

The high-resolution proton magnetic resonance spectra of a mixture of the cis and trans isomers of chrysanthemum monocarboxylic acid ethyl ester have been studied. The cis-chrysanthemumic and trans-chrysanthemumic acids spectra were obtained to facilitate the interpretation of the complex spectra of the ester. The percentage of the trans isomer in the chrysanthemum ester was measured to be 62.0 ± 1.1%. The cyclopropane proton spin coupling constants were found to be Jcis = 8.7 c.p.s. and Jtrans = 5.4 c.p.s., in reasonable agreement with Karplus' calculations of the dependence of coupling constants on the dihedral angle.


1974 ◽  
Vol 13 (7) ◽  
pp. 1564-1570 ◽  
Author(s):  
William C. Trogler ◽  
Robert Charles. Stewart ◽  
Leon A. Epps ◽  
Luigi G. Marzilli

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