153291-28-2Relevant academic research and scientific papers
Process for producing erythro-3-amino-2-hydroxybutyric acid derivatives
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Example 11, (2008/06/13)
The present invention relates to a process for reacting α-aminoaldehyde derivatives having a sterically bulky amino group which are commercially available with a metal cyanide in the presence of an acid chloride, an acid anhydride or the like to synthesize 3-amino-2-hydroxybutyronitrile derivatives in high yields and high erythro selectivity. When optically active α-aminoaldehyde derivatives are used, racemization hardly occurs during the reaction, and the desired products are obtained in high optical purity.
Stereoselective cyanation of chiral α-amino aldehydes by reaction with Nagata's reagent: A route to enantiopure β-amino-α-hydroxy acids
Andres, Jose M.,Martinez, Maria A.,Pedrosa, Rafael,Perez-Encabo, Alfonso
, p. 347 - 353 (2007/10/03)
Chiral α-dibenzylamino aldehydes react with diethylaluminum cyanide leading to anti-β-dibenzylamino-α-hydroxycyanides as the major diastereoisomers in good yields and diastereomeric excesses. Hydrolysis of the nitrile derivatives allows the synthesis of enantiopure β-amino-α-hydroxy acids.
Practical synthesis of (2S,3S)-3-amino-2 hydroxy-4-phenylbutyric acid, a key component of HIV protease inhibitors
Shibata, Norio,Itoh, Etsuko,Terashima, Shiro
, p. 733 - 735 (2007/10/03)
Synthesis of (2S,3S)-3-amino-2-hydroxy-4-phenylbutyric acid was achieved by the highly diastereoselective cyanohydrin formation of (S)-2-N,N- dibenzylamino-3-phenylpropanal with acetone cyanohydrin in the presence of trimethyl-aluminum as a key step.
Process for the preparation of 3-amino-2-hydroxy-4-phenylbutyronitrile derivatives
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, (2008/06/13)
3-Amino-2-hydroxy-4-phenylbutyronitrile derivatives represented by the formula (3) may be prepared by reacting an aminoaldehyde derivative represented by the formula (1) with a cyanohydrin derivative represented by the formula (2) in the presence of a met
