339190-43-1

Upstream product

• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 100-52-7 benzaldehyde 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 339190-42-0 (E)-2-(benzylidene-amino)-3-phenyl-propionic acid methyl ester 

Downstream Products

• 15028-44-1 DL-phenylalanine methyl ester 
• 34351-19-4 (3S)-3-amino-1-chloro-4-phenyl-2-butanone hydrochloride 
• 66399-75-5 (S)-2-benzylamino-3-phenyl-propionic acid methyl ester 
• 112695-99-5 (S)-2-[(3R,4S)-2-Oxo-3-((R)-2-oxo-4-phenyl-oxazolidin-3-yl)-4-phenyl-azetidin-1-yl]-3-phenyl-propionic acid methyl ester 
• 53128-97-5 3-Phenyl-2-(2-phenyl-2-{[1-phenyl-meth-(E)-ylidene]-amino}-acetylamino)-propionic acid methyl ester 
• 176972-61-5 (S)-(1-benzyl-3-chloro-2-oxopropyl)carbamic acid methyl ester 
• 102123-74-0 (S)-tert-butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate 
• 26049-94-5 (S)-benzyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate 

Relevant academic research and scientific papers

Sodium borohydride: A versatile reagent in the reductive N-monoalkylation of α-amino acids and α-amino methyl esters

α-Amino acids and α-amino methyl esters are easily converted to their N-monoalkyl derivatives by a reductive condensation reaction using several carbonyl compounds in the presence of sodium borohydride. This reducing agent has shown a wide versatility with minor but essential procedural variations. The reaction allows the α-monodeuterium labeling of the new N-substituent by use of sodium borodeuteride.

Catalytic asymmetric [3+2] cycloaddition of azomethine ylides. Development of a versatile stepwise, three-component reaction for diversity-oriented synthesis

We report a new catalyst system that should enhance the use of enantioselective 1,3-dipolar cycloadditions of azomethine ylides with electronic-deficient olefins in the divergent pathways of diversity-oriented synthesis (DOS). The underlying reaction is o

Investigation into the enantioselective protonation of enolate Schiff bases with (R)-pantolactone

The effect of several factors on the enantioselective protonation of the enolates of α-amino acid derivatives with (R)-pantolactone were studied. The highest stereoselectivity (74-76% e.e.) was generally observed by associating lithium chloride with LHMDS

Diastereo- and Enantio-selectivity in the Pictet-Spengler Reaction

The factors that control the relative and absolute stereochemistry of 1,3-disubstituted and 1,2,3-trisubstituted tetrahydro-β-carbolines formed via the Pictet-Spengler reaction are discussed.In particular, the stereochemical factors that lead to the predominance of cis-1,3-disubstituted products under conditions of kinetic control are presented, whith the aid of X-ray crystallographic data on a number of compounds; methods for assigning relative stereochemistry on the basis of NMR data are given; the mechanism by which racemisation can occur during the Pictet-Spengler reaction has also been studied, and procedures for eliminating this problem are given.