246523-10-4

Upstream product

• 98-88-4 benzoyl chloride 
• 139163-87-4 (2R,3S)-methyl 3-amino-2-hydroxy-4-phenylbutanoate 
• 246523-11-5 methyl (2R,3S)-3-benzoylamino-2-methoxy-4-phenylbutanoate 
• 246523-09-1 methyl (2R,3S)-2-hydroxy-4-phenyl-3-<(S)-1-phenylethylamino>butanoate 
• 246523-06-8 methyl (2R,3S)-2-methoxy-4-phenyl-3-<(S)-1-phenylethylamino>butanoate 
• 246523-08-0 (3R,4S)-4-benzyl-3-hydroxy-1-<(S)-1-phenylethyl>azetidin-2-one 
• 647852-04-8 [(S)-2-Oxo-4-phenyl-3-(trityl-amino)-butyl]-phosphonic acid dimethyl ester 
• 647852-10-6 (E)-(S)-1,5-Diphenyl-4-(trityl-amino)-pent-1-en-3-one 
• 647852-19-5 (S)-2-Oxo-4-phenyl-3-(trityl-amino)-butyric acid methyl ester 
• 647852-26-4 methyl (2S,3S)-3-(benzamido)-2-hydroxy-4-phenylbutanoate 
• 18598-80-6 methyl N-trityl-(S)-phenylalaninate 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 257296-68-7 methyl (4S,trans)-4,5-dihydro-2-benzyl-4-phenyl-5-carboxylate 

Relevant academic research and scientific papers

A practical diastereoselective synthesis of β-amino-α-hydroxy carboxylates

Practical synthetic routes to β-amino-α-hydroxy carboxylates (AHC) have been developed from amino acids. Reduction of β-amino-α- keto esters 6 with NaBH4 was found to give anti-AHCs 7 in high de, which were efficiently converted to the corresponding syn-AHCs 8 via oxazolidine ring 10 formation.

Asymmetric synthesis of 3-amino-2-hydroxy-4-phenylbutanoate

Asymmetric synthesis of 3-amino-2-hydroxy-4-phenylbutanoate, a key component of the natural product bestatin and HIV protease inhibitors of KNI- 272 and R-87366, has been achieved from the stereoselective aldimine coupling reaction between 3-phenyl-2-aminopropanenitrile and (Z)-α-methoxy trimethylsilyl ketene acetal in the presence of Lewis acids.