73151-77-6Relevant articles and documents
Building blocks for the preparation of enantiomerically pure drugs containing a phenylalkylamine moiety
Bracher,Litz
, p. 591 - 593 (2007/10/02)
The enantiomers of chiral drugs may exhibit distinctly different pharmacokinetic and pharmacodynamic properties. Thus, the application of pure enantiomers is desirable in most cases. Therefore, it is neccessary to know which enantiomer is the more advantageous one and to work out an economical large scale synthesis of this pure enantiomer. Biocatalytic transformations of prochiral compounds provide an easy and efficient access to chiral, non racemic compounds. Therefore, we fixed upon microbial reductions of carbonyl compounds as the key steps in the preparation of enantiomerically pure building blocks.
Regio- and Enantio-selective Reduction of α,γ-Diketones by Fermenting Baker's Yeast
Ohta, Hiromichi,Ozaki, Kazuhiko,Tsuchihashi, Gen-ichi
, p. 2499 - 2502 (2007/10/02)
Reduction of various numbers of 2,4 alkanediones by fermenting baker's yeast has been found to be highly regio- and enantioselective, resulting in the formation of 2-hydroxy-4-alkanones.In some cases, optical purities of the products exceeded over 99percent as determined by HPLC analysis of MTPA esters.The highest yield was obtained when the reaction was carried out at pH 8 with low substrate concentration.As the representative β-hydroxyketones, the absolute configuration of (+)-2-hydroxy-4-octanone (2d) and (+)-3-hydroxy-1-phenyl-1-butanone (2h) was unambiguously determined to be (S) by comparing the specific rotation of diol derivatives with those of authentic specimens.
Coupling of Nonvicinal Glycols by Low-Valent Titanium
Walborsky, Harry M.,Murari, Martha Pass
, p. 426 - 428 (2007/10/02)
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