739363-49-6

Basic information

• Product Name: (R)-2-Amino-3-(diethylamino)propanoic acid
• Synonyms: D-Alanine, 3-(diethylamino)- (9CI);L-β-(N,N-diethylamino) alanine;(R)-2-Amino-3-(diethylamino)propanoic acid;3-(N,N-Diethylamino)-D-alanine
• CAS NO: 739363-49-6
• Molecular Formula: C7H16N2O2
• Molecular Weight: 160.21414
• Product Categories: AMINETERTIARY;GLYCINESCAFFOLD;Amino Acids
• Mol File: 739363-49-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 246.8 °C at 760 mmHg
• Flash Point: 103 °C
• Appearance: /
• Density: 1.067 g/cm³
• Refractive Index: 1.488
• CAS DataBase Reference: (R)-2-Amino-3-(diethylamino)propanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-Amino-3-(diethylamino)propanoic acid(739363-49-6)
• EPA Substance Registry System: (R)-2-Amino-3-(diethylamino)propanoic acid(739363-49-6)

Safety Data

• Hazardous Substances Data: 739363-49-6(Hazardous Substances Data)

Usage

Description

(R)-2-Amino-3-(diethylamino)propanoic acid is a chiral amino acid derivative of proline with the molecular formula C8H18N2O2. It is a white crystalline powder that is soluble in water and most organic solvents. (R)-2-Amino-3-(diethylamino)propanoic acid is commonly used as a chiral building block in organic synthesis and has a variety of applications in the pharmaceutical and chemical industries.

Uses

Used in Pharmaceutical Industry:
(R)-2-Amino-3-(diethylamino)propanoic acid is used as a precursor for the synthesis of various drugs. Its unique structure allows for the creation of new pharmaceutical compounds with potential therapeutic benefits.
Used in Chemical Industry:
(R)-2-Amino-3-(diethylamino)propanoic acid is used as a reagent in peptide coupling reactions, facilitating the formation of peptide bonds between amino acids, which is crucial for the synthesis of peptides and proteins.
Used in Neurological Applications:
(R)-2-Amino-3-(diethylamino)propanoic acid has potential therapeutic uses in the treatment of neurological disorders and psychiatric conditions. Its ability to modulate neurotransmitter activity in the brain makes it a promising candidate for the development of new treatments for such conditions.
Overall, (R)-2-Amino-3-(diethylamino)propanoic acid is a versatile and important chemical with numerous practical and theoretical applications across various fields, including pharmaceuticals, chemical synthesis, and neurological research.

InChI:InChI=1/C7H16N2O2/c1-3-9(4-2)5-6(8)7(10)11/h6H,3-5,8H2,1-2H3,(H,10,11)/t6-/m1/s1

Upstream product

• 40055-77-4 2-Diaethyl-amino-1-acetyl-DL-alanin 
• 52-90-4 L-Cysteine 
• 109-89-7 diethylamine 

Relevant articles and documents

N-Salicylideneamino acidato complexes of oxovanadium(IV). the cysteine and penicillamine complexes

Oxovanadium(iv) complexes with ligands derived from the reaction of salicylaldehyde with L-cysteine and with D- and D,L-penicillamine are prepared. The compounds are characterised by elemental analysis, spectroscopy (UV-VIS, CD, EPR), TG, DSC and magnetic susceptibility measurements (9-295 K). We discuss several aspects related to the structure of these complexes in the solid state and in solution; in particular, the possibility of forming thiazolidine complexes, and their comparison with the characterised complexes is studied by molecular mechanics and density functional theory calculations. The solution structures depend on pH and solvent, and while with L-Cys the spectroscopic results show trends similar to those of the L-Ala and L-Ser systems up to ca. pH 8-9, where thiolate coordination starts being detected, the penicillamine system is quite distinct, namely thiolate coordination occurs for pH > 6.5. In the presence of salicylaldehyde and VIVO the desulfydration of cysteine proceeds rapidly, but no similar reaction occurs with penicillamine, although its decomposition is also activated. The DFT calculations do not indicate any energetic basis for this distinct reactivity, which possibly results from different complexes present in the Cys and Pen systems. In the cysteine system, the N-salicylidene dehydroalanine-VIVO complex V is believed to form in an intermediate stage of the desulfydration. Further, addition of several nucleophiles to the cysteine reaction mixtures produce amino acid derivatives by a Michael-type base-catalysed addition, a result compatible with the formation of V. The products of these reactions were analysed by TLC and HPLC, and in some cases isolated.