31823-41-3

Basic information

• Product Name: (2S)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methyl-propanoic acid
• Synonyms: (2S)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methyl-propanoic acid
• CAS NO: 31823-41-3
• Molecular Formula: C10H14N2O4
• Molecular Weight: 226.23
• Mol File: 31823-41-3.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (2S)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methyl-propanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methyl-propanoic acid(31823-41-3)
• EPA Substance Registry System: (2S)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methyl-propanoic acid(31823-41-3)

Safety Data

• Hazardous Substances Data: 31823-41-3(Hazardous Substances Data)

Usage

General Description

(2S)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methyl-propanoic acid is a chemical compound with a molecular formula C11H17N3O4. It is an amino acid derivative that contains a hydrazine functional group and a dihydroxyphenyl group. (2S)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methyl-propanoic acid may have potential use in the pharmaceutical industry due to its structural features. Hydrazine derivatives are known to have biological activity and can be used as building blocks in the synthesis of various pharmaceuticals. The presence of the dihydroxyphenyl group suggests potential antioxidant or radical scavenging properties, which could be beneficial for developing drugs for the treatment of oxidative stress-related conditions. Further research and studies are necessary to fully understand the potential pharmaceutical applications of this compound.

Upstream product

• 302-53-4 carbidopa 
• 168165-94-4 methyl 3-(3,4-dimethoxyphenyl)-2-methyl-3-oxopropanoate 
• 1426847-83-7 (+)-2-[(1S)-1-(3,4-dimethoxybenzoyl)-2-methoxy-1-methyl-2-oxoethyl]hydrazinecarboxylic acid benzyl ester 
• 1426847-82-6 (S)-benzyl 2-(1-(3,4-dimethoxyphenyl)-3-methoxy-2-methyl-1,3-dioxopropan-2-yl)hydrazinecarboxylate 
• 1281895-44-0 (+)-1-[(1S)-1-(3,4-dimethoxybenzoyl)-2-methoxy-1-methyl-2-oxoethyl]-1,2-hydrazinedicarboxylic acid 1,2-di-tert-butylester 
• 934371-48-9 (+)-(L)-2-(N'-cyclohexylidenehydrazino)-3-(3,4-dihydroxyphenyl)-2-methyl propionic acid methyl ester 

Relevant articles and documents

Chiral lithium binaphtholate for enantioselective amination of acyclic α-alkyl-β-keto esters: Application to the total synthesis of L-carbidopa

A chiral lithium binaphtholate catalyzes the enantioselective amination of α-alkyl-β-keto esters with azodicarboxylates to produce optically active α,α-disubstituted α-amino acid derivatives in high yields and with good to high enantioselectivities. A stoichiometric amount of lithium hydroxide efficaciously improved both the reactivity and enantioselectivity of amination. The resulting aminated product is readily convertible to L-carbidopa.

Synthesis of dendrimer-type chiral stationary phases based on the selector of (1S,2R)-(+)-2-amino-1,2-diphenylethanol derivate and their enantioseparation evaluation by HPLC

In our recent work, a series of dendritic chiral stationary phases (CSPs) were synthesized, in which the chiral selector was L-2-(p-toluenesulfonamido)-3- phenylpropionyl chloride (selector I), and the CSP derived from three-generation dendrimer showed the best separation ability. To further investigate the influence of the structures of dendrimer and chiral selector on enantioseparation ability, in this work, another series CSPs (CSPs 1-4) were prepared by immobilizing (1S,2R)-1,2-diphenyl-2-(3-phenylureido)ethyl 4-isocyanatophenylcarbamate (selector II) on one- to four-generation dendrimers that were prepared in previous work. CSPs 1 and 4 demonstrated the equivalent enantioseparation ability. CSPs 2 and 3 showed the best and poorest enantioseparation ability respectively. Basically, these two series of CSPs exhibited the equivalent enantioseparation ability although the chiral selectors were different. Considering the enantioseparation ability of the CSP derived from aminated silica gel and selector II is much better than that of the one derived from aminated silica gel and selector I, it is believed that the dendrimer conformation essentially impacts enantioseparation.

On the L-DOPA and carbidopa reactivity against pyridoxal 5′-phosphate. A kinetic study

The apparent rate constants of the formation (k1) and hydrolysis (k2) of Schiff bases formed by pyridoxal 5′-phosphate (PLP) with L-3,4-dihydroxyphenylalanine (L-DOPA) at a variable pH, 25 °C and an ionic strength of 0.1 M was determined. The individual rate constants for the formation and hydrolysis of Schiff bases corresponding to the different chemical species present in the medium as a function of its acidity were also determined, as were the pKa values for the Schiff bases. The formation and hydrolysis rate constants of the Schiff bases were compared with those of the reaction of PLP with carbidopa (CD), showing that the reactivity of L-DOPA and carbidopa on PLP are the same over the whole pH range studied, and that the hydrolysis rate is somewhat greater for the Schiff bases between PLP and CD than those between PLP and L-DOPA.