187868-53-7

Basic information

• Product Name: Propanedioic acid, (acetylamino)-, monoethyl ester, (+)- (9CI)
• Synonyms: Propanedioic acid, (acetylamino)-, monoethyl ester, (+)- (9CI)
• CAS NO: 187868-53-7
• Molecular Formula: C₇H₁₁NO₅
• Molecular Weight: 0
• Mol File: 187868-53-7.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Propanedioic acid, (acetylamino)-, monoethyl ester, (+)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Propanedioic acid, (acetylamino)-, monoethyl ester, (+)- (9CI)(187868-53-7)
• EPA Substance Registry System: Propanedioic acid, (acetylamino)-, monoethyl ester, (+)- (9CI)(187868-53-7)

Safety Data

• Hazardous Substances Data: 187868-53-7(Hazardous Substances Data)

Upstream product

• 1068-90-2 2-acetylaminomalonic acid diethyl ester 

Downstream Products

• 93003-95-3 Acetamino--essigsaeure-ethylester 
• 105540-35-0 N-Acetyl-oxamidsaeure-ethylester-(2-nitro-phenylhydrazon) 
• 95174-91-7 N-Acetyl-oxamidsaeure-ethylester-(2-chlor-phenylhydrazon) 
• 97406-07-0 N-Acetyl-oxamidsaeure-ethylester-(4-ethoxycarbonyl-phenylhydrazon) 
• 109038-04-2 N-Acetyl-3-<4-carbomethoxy-phenyl>-serin-ethylester 
• 37946-91-1 N-Acetyl-3-(4-chlor-phenyl)-serin-ethylester 

Relevant articles and documents

Enantioselective hydrolysis of diethyl acetamidomalonate catalyzed by α-chymotrypsin

Hydrolysis of diethyl acetamidomalonate 1 catalyzed by α-chymotrypsin proceeded enantioselectively affording the dextrorotatory monoester, most likely having the Oil-configuration, which racemized in the course of the reaction with the rate being slower than that of the hydrolysis.

Synthesis of a new fluorescent macrocyclic α-amino acid derivative via tandem cross-enyne/ring-closing metathesis cascade catalyzed by ruthenium based catalysts

A simple methodology to a unique macrocyclic α-amino acid (AAA) derivative involving three step synthetic sequence has been reported. In addition, various ruthenium based catalysts were studied to enhance the selectivity of the desired macrocyclic AAA derivative 6. The fluorescence behavior of these AAA derivatives 5 and 6 indicate their potential applications in biological sciences as biomarkers, ion sensors and peptidomimetics.

Stereoselective synthesis of dehydroamino acids using malonic acid half oxyester and aromatic aldehydes

An efficient and direct approach was developed for the synthesis of α,β-dehydroamino acid derivatives with a broad range of substrates. Amido-substituted Malonic Acid Half Oxyesters (MAHOs) have proven to be excellent partners of various aromatic aldehyde

MACROCYCLIC INHIBITORS OF HEPATITIS C PROTEASE

The invention provides compounds inhibitory to the Hepatitis C viral protease, compositions and combinations including the compounds, methods of treatment of conditions wherein inhibition of the Hepatitis C viral protease is medically indicated, and metho

MACROCYCLIC HEPATITIS C PROTEASE INHIBITORS

The present invention provides novel macrocyclic compounds that mimic peptide substrates of the hepatitis C viral protease and inhibit the viral protease, more particularly as inhibitors of the NS3 serine protease from hepatitis C virus. Methods for synthesis of the compounds are also provided. The compounds find utility as antiviral agents directed at hepatitis C. The invention further provides methods of employing such inhibitors, alone or in combination with other therapeutic agents, to treat hepatitis C infection in a subject in need of such treatment.

Synthesis of BILN 2061, an HCV NS3 protease inhibitor with proven antiviral effect in humans

(Equation Presented) The synthesis of BILN 2061, an NS3 protease inhibitor with proven antiviral effect in humans, was accomplished in a convergent manner from four building blocks. The procedure described here was suitable for the preparation of multigra

Macrocyclic peptides active against the hepatitis C virus

Compounds of formula I: wherein R1 is hydroxy or NHSO2R1A wherein R1A is (C1-8)alkyl, (C3-7)cycloalkyl or {(C1-6)alkyl-(C3-7)cycloalkyl}, which are all optionally substituted from 1 to 3 times with halo, cyano, nitro, O(C1-6)alkyl, amido, amino or phenyl, or R1A is C6 or C10 aryl which is optionally substituted from 1 to 3 times with halo, cyano, nitro, (C1-6)alkyl, O(C1-6)alkyl, amido, amino or phenyl; R2 is (C5-6)cycloalkyl and R3 is cyclopentyl; or a pharmaceutically acceptable salt thereof, useful as inhibitors of the HCV NS3 protease.

Combinatorial approach towards synthesis of 2′,3′-dideoxynucleosides and enzyme-catalysed selective hydrolysis of diethyl acetamidomalonate and amides of polyacetoxy aromatic carboxylic acid

Seventeen novel 3′-alkylthio-2′,3′-dideoxynucleosides have been synthesised by Michael-type addition of alkylthiols to an α,β-unsaturated hexose aldehyde, followed by acetylation, nucleoside coupling and deprotection. Based on these results, a general scheme for combinatorial synthesis of libraries of 3′-substituted 2′,3′-dideoxynucleosides has been proposed. Porcine pancreatic lipase (PPL) has been found to hydrolyse the amides of polyacetoxyaromatic carboxylic acids in a highly chemoselective fashion. The enzyme exclusively hydrolyses the ester group over the amide group. Hydrolysis of diethyl acetamidomalonate in phosphate buffer in the presence of α-chymotrypsin proceeds enantioselectively affording the (+)-monoacid.

Decarboxylation of Peptide-Bound Aminomalonic Acid

The kinetics of decarboxylation of the monopeptide of aminomalonic acid (Ama), Nα-acetyl-Ama-N-ethylamide, to the corresponding monopeptide of glycine (Gly), Nα-acetyl-Gly N-ethylamide, are described.The rate constants for decarboxyl