157774-53-3

Upstream product

• 72604-33-2 (RS)-Z-Ala-OEt 
• 71-36-3 butan-1-ol 
• 621-84-1 O-benzyl carbamate 
• 18815-73-1 methylzinc iodide 
• 134746-23-9 ethyl 2-(((benzyloxy)carbonyl)amino)-2-chloroacetate 
• 501-53-1 benzyl chloroformate 
• 245365-64-4 N-benzyloxycarbonyl-2-nitrobenzenesulfonamide 
• 687-47-8 (S)-Ethyl lactate 
• 64-17-5 ethanol 
• 26607-51-2 N-benzyloxycarbonyl-D-alanine 
• 157811-80-8 (R)-N-(2-hydroxy-1-methylethyl)benzamide 
• 33985-13-6 (S)-N-(2-hydroxy-1-methylethyl)benzamide 
• 245364-56-1 C₁₉H₂₀N₂O₈S 

Relevant academic research and scientific papers

Asymmetric Synthesis of Protected Unnatural α-Amino Acids via Enantioconvergent Nickel-Catalyzed Cross-Coupling

Interest in unnatural α-Amino acids has increased rapidly in recent years in areas ranging from protein design to medicinal chemistry to materials science. Consequently, the development of efficient, versatile, and straightforward methods for their enanti

The role of conformational flexibility of enzymes in the discrimination between amino acid and ester substrates for the subtilisin-catalyzed reaction in organic solvents

To investigate how the conformational flexibility of subtilisin affects its ability to discriminate between enantiomeric amino acid and ester substrates for the subtilisin-catalyzed reaction in an organic solvent, the flexibility around the active site and the surface of subtilisin was estimated from the mobility of a spin label bound to subtilisin by ESR spectroscopy. Many studies on enzyme flexibility focus on the active site. Both the surface and active site flexibility play an important role in the enantioselectivity enhancement of the enzyme-catalyzed reaction. It was found, however, that the different behavior observed for the enantioselectivity between the amino acid and ester substrates could be correlated with the flexibility around the surface rather than the flexibility at the active site of subtilisin. In other words, for the ester substrates, the greater flexibility around the surface of subtilisin induced by a conformational change resulting from the presence of an additive such as DMSO is essential for the enantioselectivity enhancement. This model is also supported by the Michaelis-Menten kinetic parameters for each enantiomeric substrate. Our findings provide insight into the enantioselectivity enhancement for the resolution of enantiomers for enzyme-catalyzed reactions in organic solvents.

N-carboalkoxy-2-nitrobenzenesulfonamides: A practical preparation of N- Boc-, N-Alloc-, and N-Cbz-protected primary amines

N-Carboalkoxy-2-nitrobenzenesulfonamides, readily prepared by acylation of 2-nitrobenzenesulfonamide (o-NsNH2), can be alkylated by either conventional or Mitsunobu protocols. Since the o-nosyl group can be deprotected under mild conditions, a variety of N-carboalkoxy derivatives of primary amines may be prepared in excellent yields from the corresponding alcohols and/or halides. In addition, allyloxycarbonyl (Alloc), t- butoxycarbonyl (t-Boc), and benzyloxycarbonyl (Cbz) groups can be deprotected in the presence of the o-nosyl group, allowing the resultant N-alkylated 2- nitrobenzenesulfonamides to be used for further preparation of secondary amines.

Synthesis and Spectroscopic Properties of the Stereoisomeric Esters from L- and D-N-Benzoylalanin and L- and D-N-Benzoylalaninol

The synthesis of the stereoisomeric esters of L- and D-N-benzoylalanine and L- and D-N-benzoylalaninol is described. - Keywords: N-Benzoylalaninyl-N'-benzoylalaninate, Stereoisomeric Esters, 1H NMR Data, 13C NMR Data, CD Data