84688-29-9Relevant academic research and scientific papers
A practical and convenient synthesis of the protease inhibitor epibestatin
Richter, Anja,Hedberg, Christian
experimental part, p. 2039 - 2042 (2010/08/13)
A convenient synthesis of the protease inhibitor epibestatin, a useful component in protease inhibition cocktails for use in proteomics research, is described. The synthesis sequence consists of seven steps, starting from phenylacetaldehyde, yielding enantiopure epibestatin in 8% overall yield. A regioselective Mitsunobu transformation of a diol is the key step in the sequence. Georg Thieme Verlag Stuttgart.
Stereochemical Control in Microbial Reduction. 30. Reduction of Alkyl 2-Oxo-4-phenylbutyrate as Precursors of Angiotensin Converting Enzyme (ACE) Inhibitors
Dao, Duc Hai,Kawai, Yasushi,Hida, Kouichi,Bornes, Sander,Nakamura, Kaoru,Ohno, Atsuyoshi,Okamura, Mutsuo,Akasaka, Takeshi
, p. 425 - 432 (2007/10/03)
Alkyl 2-oxo-4-phenylbutyrates are reduced to the corresponding alkyl (R)-2-hydroxy-4-phenylbutyrates, versatile chiral building blocks in organic synthesis, in high chemical yield (80-90%) with excellent stereoselectivity (>90%ee). The reaction has been run in aqueous diethyl ether at 30 °C for 24 h under the catalysis of bakers' yeast (Saccharomyces cerevisiae) which was preincubated for 6 h in the presence of phenacyl chloride. The amount of water in the medium should be controlled strictly not to exceed 0.8 mL (g yeast)-1.
