828254-16-6

Basic information

• Product Name: FMoc-(R)-3-aMino-2-benzylpropanoic acid
• Synonyms: FMoc-(R)-3-aMino-2-benzylpropanoic acid;(R)-3-((((9H-Fluoren-9-yl)Methoxy)carbonyl)aMino)-2-benzylpropanoic acid;(9H-Fluoren-9-yl)MethOxy]Carbonyl (R)-3-Amino-2-benzylpropanoic acid
• CAS NO: 828254-16-6
• Molecular Formula: C₂₅H₂₃NO₄
• Molecular Weight: 401.45442
• Mol File: 828254-16-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 629.9±50.0 °C(Predicted)
• Appearance: /
• Density: 1.254±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 4.31±0.10(Predicted)
• CAS DataBase Reference: FMoc-(R)-3-aMino-2-benzylpropanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: FMoc-(R)-3-aMino-2-benzylpropanoic acid(828254-16-6)
• EPA Substance Registry System: FMoc-(R)-3-aMino-2-benzylpropanoic acid(828254-16-6)

Safety Data

• Hazardous Substances Data: 828254-16-6(Hazardous Substances Data)

Usage

General Description

FMoc-(R)-3-amino-2-benzylpropanoic acid is a chemical compound commonly used in peptide synthesis. It is a derivative of the amino acid alanine, with a 3-amino-2-benzyl group attached to the alpha carbon. The FMoc group is a protective group often used in solid-phase peptide synthesis to protect the amine group and prevent unwanted side reactions. FMoc-(R)-3-aMino-2-benzylpropanoic acid is important for the creation of peptide derivatives, which have applications in drug research, medical diagnostics, and bioconjugation. The benzyl group on the alpha carbon provides the compound with stability and allows for selective modification of the amino acid in peptide synthesis. Overall, FMoc-(R)-3-amino-2-benzylpropanoic acid is a valuable building block in the creation of peptide-based compounds for various scientific and medical purposes.

Upstream product

• 501330-90-1 2-Benzyl-3-[hydroxy-((S)-1-phenyl-ethyl)-amino]-propionic acid ethyl ester 
• 501330-98-9 (4R)-4-benzyl-2-[(1S)-1-phenylethyl]isoxazolidin-5-one 
• 620-79-1 Ethyl 2-benzylacetoacetate 
• 100-39-0 benzyl bromide 
• 20593-63-9 2-Benzylacrylic acid ethyl ester 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 183182-07-2 (R)-α-benzyl-β-aminopropanoic acid 

Relevant articles and documents

Efficient synthesis of enantiomerically pure β2-amino acids via chiral isoxazolidinones

We report a practical and scalable synthetic route for the preparation of α-substituted β-amino acids (β2-amino acids). Michael addition of a chiral hydroxylamine, derived from α-methylbenzylamine, to an α-alkylacrylate followed by cyclization gives a diastereomeric mixture of α-substituted isoxazolidinones. These diastereomers are separable by column chromatography. Subsequent hydrogenation of the purified isoxazolidinones followed by Fmoc protection affords enantiomerically pure Fmoc-β2-amino acids, which are useful for β-peptide synthesis. This route provides access to both enantiomers of a protected β2-amino acid.