148043-97-4

Basic information

• Product Name: L-Norvaline, 4,4-difluoro- (9CI)
• Synonyms: L-Norvaline, 4,4-difluoro- (9CI)
• CAS NO: 148043-97-4
• Molecular Formula: C5H9F2NO2
• Molecular Weight: 153.1272664
• Product Categories: GLYCINESCAFFOLD
• Mol File: 148043-97-4.mol

Chemical Properties

• Melting Point: 230 °C(Solv: chloroform (67-66-3))
• Boiling Point: 225.8±40.0 °C(Predicted)
• Appearance: /
• Density: 1.268±0.06 g/cm3(Predicted)
• PKA: 2.13±0.10(Predicted)
• CAS DataBase Reference: L-Norvaline, 4,4-difluoro- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: L-Norvaline, 4,4-difluoro- (9CI)(148043-97-4)
• EPA Substance Registry System: L-Norvaline, 4,4-difluoro- (9CI)(148043-97-4)

Safety Data

• Hazardous Substances Data: 148043-97-4(Hazardous Substances Data)

Upstream product

• 148043-88-3 (2S,4R)-3-(2-azido-4,4-difluoro-1-oxopentyl)-4-(phenylmethyl)-2-oxazolidinone 
• 148043-84-9 (2R,4R)-3-(2-bromo-4,4-difluoro-1-oxopentyl)-4-(phenylmethyl)-2-oxazolidinone 
• 148043-78-1 (4R)-3-(4,4-difluoro-1-oxopentyl)-4-(phenylmethyl)-2-oxazolidinone 
• 125110-82-9 4,4-difluoropentanoic acid 
• 539-88-8 4-oxopentanoic acid ethyl ester 
• 659-72-3 ethyl 4,4-difluoropentanoate 
• 774603-37-1 (4S)-4-(3-bromo-2,2-difluoropropyl)-2,2-bis(trifluoromethyl)-1,3-oxazolidin-5-one 
• 146197-81-1 (S)-2,2-Bis(trifluormethyl)-4-(3-diazo-2-oxopropyl)-1,3-oxazolidin-5-on 
• 145916-26-3 (4S)-4-(3-bromo-2-oxopropyl)-2,2-bis(trifluoromethyl)-1,3-oxazolidin-5-one 
• 774603-48-4 (4S)-4-(2,2-difluoropropyl)-2,2-bis(trifluoromethyl)-1,3-oxazolidin-5-one 
• 148043-93-0 (S)-2-azido-4,4-difluoropentanoic acid 

Relevant articles and documents

Hexafluoroacetone as a protecting and activating reagent: Synthesis of new types of fluoro-substituted α-amino, α-hydroxy and α-mercapto acids

Starting from (S)-aspartic, (S)-malic, (S)-citramalic and (S,R)-thiomalic acid, new types of 4,4-difluoro-substituted α-amino-, α-hydroxy- and α-mercaptopentanoic acids have been synthesized, applying hexafluoroacetone as protecting and activating reagent. The new partially fluorinated α-functionalized carboxylic acids represent interesting monomers for peptide and depsipeptide modification and for rational design and elucidation of secondary structure.

Synthesis of Amino Acids with Modified Principal Properties 1. Amino Acids with Fluorinated Side Chains

The synthesis and characterization of chiral fluorinated analogues of norvaline and norleucine from commercially available starting materials are presented.Full experimental details for the synthesis of the following amino acids are given: (S)-4,4-difluoronorvaline, (S)-4,4,5,5,5-pentafluoronorvaline, (S)-5,5-difluoronorleucine, (S)-5,5,6,6,6-pentafluoronorleucine, and (S)-4,4,5,5,6,6,6-heptafluoronorleucine.These compounds were prepared with a view to obtaining new amino acids which possess physical and chemical properties so that their principal properties would be outside the range of variation of hitherto known amino acids.The principal properties are determined as latent variables in principal component analysis of molecular property descriptors.Two of the fluorinated amino acids, (S)-5,5,6,6,6-pentafluoronorleucine and (S)-4,4,5,5,6,6,6-heptafluoronorleucine were found to have principal properties outside the variation of previously characterized natural and synthetic amino acids.The principal properties, z parameters, for the five new fluorinated amino acids are given.