696641-73-3

Usage

Uses

Used in Organic Chemistry:
(S)-3-Amino-3-(3,4-dimethyl-phenyl)-propionic acid is used as a building block for the synthesis of more complex chemical structures in organic chemistry. Its role is crucial in the development of novel compounds and molecules with potential applications in various fields.
Used in Peptide Synthesis:
In the field of peptide synthesis, (S)-3-Amino-3-(3,4-dimethyl-phenyl)-propionic acid is used as a protected amino acid. The Fmoc group allows for selective deprotection and coupling reactions, facilitating the stepwise construction of peptide chains. This makes it a valuable component in the synthesis of peptides with specific biological activities or therapeutic properties.

InChI:InChI=1/C11H15NO4/c1-15-9-4-3-7(5-10(9)16-2)8(12)6-11(13)14/h3-5,8H,6,12H2,1-2H3,(H,13,14)/t8-/m0/s1

Upstream product

• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 167887-40-3 methyl (3S)-3-amino-3-(3,4-dimethoxyphenyl)propanoate 
• 4687-37-0 ethyl 3,4-dimethoxybenzoylacetate 
• 496912-12-0 tert-butyl (3S,αR)-3-(N-benzyl-N-α-methylbenzylamino)-3-(3,4-dimethoxyphenyl)propanoate 
• 40918-98-7 (E)-3-(3,4-dimethoxyphenyl)acrylic acid tert-butyl ester 

Relevant academic research and scientific papers

Glutamate as an Efficient Amine Donor for the Synthesis of Chiral β- and γ-Amino Acids Using Transaminase

A recyclable glutamate amine donor system employing transaminase (TA), glutamate dehydrogenase (GluDH) and mutant formate dehydrogenase (FDHm) was developed, wherein amine donor Glu was regenerated using GluDH and thereby circumvented the inhibition of TA by α-ketoglutarate. Various enantiopure β-, γ-amino acids, and amines were successfully synthesized with high conversions and excellent enantiomeric excess using this system.

An efficient new enzymatic method for the preparation of β-aryl-β-amino acid enantiomers

An efficient synthesis of β-aryl-β-amino acid enantiomers has been developed via the lipase-catalysed enantioselective hydrolysis of the corresponding racemic ethyl esters in an organic solvent. High enantioselectivities (E >100) were observed when the lipase PS-catalysed reactions were performed with H2O (0.5 equiv) in diisopropyl ether at 45 °C. The products could be easily separated and were obtained in good yields of ≥40%.

Parallel synthesis of homochiral β-amino acids

The parallel asymmetric synthesis of an array of 30 β-amino acids of high enantiomeric purity using the conjugate addition of homochiral lithium N-benzyl-N-(α-methylbenzyl)amide as the key step is accomplished. The experimental simplicity and highly practical nature of the protocol is demonstrated by the efficient parallel conversion of 15 α,β-unsaturated esters to both enantiomeric series of the corresponding β-amino acids in high overall yields and selectivities with minimal purification involved in each step of the reaction protocol.

METHODS OF USING AND COMPOSITIONS COMPRISING (+)-3-(3,4-DIMETHOXY-PHENYL)-3-(1-OXO-1,3-DIHYDRO-ISOINDOL-2-YL)-PROPIONAMIDE

Enantiomerically pure (+)-3 -(3,4-dimethoxy-phenyl)-3-(1-oxo-1,3-dihydro-isoindol-2-yl)-propionamide, and prodrugs, metabolites, polymorphs, salts, solvates (e.g., hydrates), and clathrates thereof are discussed. Methods of treating and/or preventing vari