70288-75-4

Usage

InChI:InChI=1/C12H15NO4/c1-16-11(14)10(13-12(15)17-2)8-9-6-4-3-5-7-9/h3-7,10H,8H2,1-2H3,(H,13,15)

Upstream product

• 150-30-1 Phenylalanine 
• 135517-12-3 methyl (2Z)-2-[(methoxycarbonyl)amino]-3-phenylprop-2-enoate 
• 79-22-1 methyl chloroformate 
• 5619-07-8 methyl 2-amino-3-phenylpropanoate hydrochloride 
• 67-56-1 methanol 
• 590-28-3 potassium cyanate 
• 70288-60-7 methyl 2-bromo-3-phenylpropionate 

Downstream Products

• 27172-85-6 phenylalanine methyl ester hydrochloride 
• 153576-01-3 methyl N-carbomethoxy-α,β-didehydrophenylalaninate 

Relevant academic research and scientific papers

A polymer-supported rhodium catalyst that functions in polar protic solvents

(matrix presented) Highly cross-linked macroporous polymers are excellent supports for heterogenizing rhodium alkene hydrogenation and hydroboration catalysts. The permanent pore structure of the support enables high conversions and excellent yields with minimal workup (filtering). These heterogenized catalysts can be reused, and due to the permanent pore structure, they function in a broad range of solvents including polar protic. Control experiments reveal that catalysis occurs exclusively within the polymer matrix, and not due to leached catalyst.

Enantioselective reduction of C=O and C=N compounds with NADH model N,N,1,2,4-pentamethyl-1,4-dihydronicotinamide

The scope and mechanism of enantioselective hydride transfer from NADH model 4 to prochiral C=O and C=N compounds were investigated. Efficient chirality transfer from 4 to α-keto esters and α-methoxycarbonylimino esters was achieved. The resemblance in reactivity and stereochemistry of the prochiral C=O and C=N-CO2Me functionalities in the hydride transfer reaction is attributed to the intervention of a similar Mg(ClO4)2-mediated ternary complex.

Aminosaeuren, I. Darstellung von Aminosaeuren aus Halogencarbonsaeure-alkylestern mit Alkalimetallcyanaten

α- and ω-halo- as well as α,ω-dihalocarboxylic alkyl esters react with potassium cyanate in the presence of alcohol at 80 - 120 deg C in dipolar aprotic solvents to yield α- and ω-(alkoxycarbonylamino)- and α,ω-bis(alkoxycarbonylamino)carboxylic alkyl esters, respectively, in good yields.Hydrolytic cleavage of these mono- or diurethanes with an aqueous solution of hydrochloric acid/formic acid leads to the corresponding amino acid hydrochlorides in nearly quantitative yields.