346722-53-0

Upstream product

• 17812-07-6 Benzoylacrylic acid 
• 3182-95-4 L-Phenylalaninol 
• 346722-46-1 (R)-2-((S)-1-Hydroxymethyl-2-phenyl-ethylamino)-4-oxo-4-phenyl-butyric acid 

Relevant academic research and scientific papers

Absolute structure determination of (2R,1′S)-2-(1′-benzyl- 2′-hydroxyethylamino)-4-phenylbutanoic acid

Crystallization-induced asymmetric transformation was employed to prepare a labile γ-oxo-α-aminoacid (3) with a new stereogenic center in high diastereomeric and enantiomeric purity. Compound 3 was reduced to a stable compound, (2R,1′S)-2-(1′-benzyl-2′-hydroxyethylamino)-4- phenylbutanoic acid (4), which crystallizes in space group P21. Upon deprotonation, 4 becomes a tridentate monoanionic chelating ligand, 4 -H, which reacts with copper nitrate yielding [Cu(4 -H)(H2O)2]NO3·H2O (5). Complex 5 crystallizes in space group P21 and has a rare composition among crystallographically characterized mononuclear five-coordinate transition metal complexes. The absolute structure determination of 5 allowed by inference the assignment of absolute configuration to compound 3.

Crystallization-induced dynamic resolution (CIDR) and its application to the synthesis of unnatural N-substituted amino acids derived from aroylacrylic acids

A highly stereoselective conjugate addition of chiral amino alcohols affords a simple and inexpensive access to a wide variety of N-functionalized homophenylalanine derivatives. Limitations and conditions for application of CIDR to this system were studied.