32644-17-0

Basic information

• Product Name: Pentanoic acid, 2-bromo-3-methyl-, (2S,3S)-
• CAS NO: 32644-17-0
• Molecular Formula: C6H11BrO2
• Molecular Weight: 195.056
• Mol File: 32644-17-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Pentanoic acid, 2-bromo-3-methyl-, (2S,3S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Pentanoic acid, 2-bromo-3-methyl-, (2S,3S)-(32644-17-0)
• EPA Substance Registry System: Pentanoic acid, 2-bromo-3-methyl-, (2S,3S)-(32644-17-0)

Safety Data

• Hazardous Substances Data: 32644-17-0(Hazardous Substances Data)

Upstream product

• 73-32-5 L-isoleucine 

Downstream Products

• 115526-79-9 (R)-2-mercapto-2-benzyl-(S)-3-methylpentanoic acid 
• 115526-68-6 (2S,5R)-2-(t-butyl)-5-(S-1-methylpropyl)-5-benzyl-1,3-oxathiolan-4-one 
• 1265197-01-0 (R/S)-3-methoxy-2-methyl-6-[(S)-3-methylpentyl]-2-cyclohexen-1-one 
• 1310051-07-0 2-sec-butyl-3-phenylpent-4-enoic acid 
• 143238-75-9 2'-<6'-((2''S,3''S-2''-bromo-3''-methylpentanoyl)oxy)>naphthyl 4-decyloxybenzoate 
• 228267-65-0 (4R,2'S,3'S)-3-(2'-ethyl-3'-methyl-1'-oxopentyl)-4-benzyl-2-oxazolidinone 
• 210537-40-9 (4S,2'S,3'S)-3-(2'-ethyl-3'-methyl-1'-oxopentyl)-4-benzyl-2-oxazolidinone 
• 228267-64-9 (4R,3'S)-3-(3'-methyl-1'-oxopentyl)-4-benzyl-2-oxazolidinone 
• 133729-84-7 (4S,3'S)-3-(3'-methyl-1'-oxopentyl)-4-benzyl-2-oxazolidinone 

Relevant articles and documents

α-Aminoxy Oligopeptides: Synthesis, Secondary Structure, and Cytotoxicity of a New Class of Anticancer Foldamers

α-Aminoxy peptides are peptidomimetic foldamers with high proteolytic and conformational stability. To gain an improved synthetic access to α-aminoxy oligopeptides we used a straightforward combination of solution- and solid-phase-supported methods and obtained oligomers that showed a remarkable anticancer activity against a panel of cancer cell lines. We solved the first X-ray crystal structure of an α-aminoxy peptide with multiple turns around the helical axis. The crystal structure revealed a right-handed 28-helical conformation with precisely two residues per turn and a helical pitch of 5.8 ?. By 2D ROESY experiments, molecular dynamics simulations, and CD spectroscopy we were able to identify the 28-helix as the predominant conformation in organic solvents. In aqueous solution, the α-aminoxy peptides exist in the 28-helical conformation at acidic pH, but exhibit remarkable changes in the secondary structure with increasing pH. The most cytotoxic α-aminoxy peptides have an increased propensity to take up a 28-helical conformation in the presence of a model membrane. This indicates a correlation between the 28-helical conformation and the membranolytic activity observed in mode of action studies, thereby providing novel insights in the folding properties and the biological activity of α-aminoxy peptides.

Asymmetric Reduction of Chiral Acetophenone Oxime Ethers to Optically Active Primary Amines

Chiral oxime ethers were synthesized from Na salt of acetophenone oxime and chiral halides, tosylates, or N-tosylaziridines which were derived from β-pinene or α-amino acids.Asymmetric reduction of the chiral oxime ether with LiAlH4 or BH3*THF gave the optically active primary amine.