164262-42-4Relevant articles and documents
PRODUCTION METHOD OF (R)-2-AMINO-2-ETHYLHEXANOL
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Paragraph 0129, (2017/01/02)
PROBLEM TO BE SOLVED: To easily and efficiently produce (R)-2-amino-2-ethylhexanol that is useful as a pharmaceutical intermediate without carrying out a complicated operation. SOLUTION: (R)-2-amino-2-ethylhexanol is produced by subjecting a N-benzylidene-2-amino ester derivative to asymmetric alkylation by using an optically active phase transfer catalyst and subsequently subjecting the derivative to removal of benzylidene, reduction and the like. Further the obtained product is made to react with an optically active acid to form a salt to precipitate a solid product. Thus, a solid of the (R)-2-amino-2-ethylhexanol salt is obtained to improve optical purity. COPYRIGHT: (C)2015,JPOandINPIT
Hypolipidemic 1,4-benzothiazepine derivative
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Page 14-15, (2010/01/31)
The invention is concerned with a novel hypolipidemic compound, which is of (3R,5R)-3-Butyl-3-ethyl-2,3,4,5-tetrahydro-7-methoxy-5-phenyl-1,4-benzothiazepin-8-ol 1,1-dioxide; or a salt, solvate, or physiologically functional derivative thereof, with processes for its preparation, pharmaceutical compositions containing it and with its use in medicine, particularly in the prophylaxis and treatment of hyperlipidemic conditions, such as athersclerosis.
The first fully planar C5-conformation of homooligopeptides prepared from a chiral α-ethylated α,α-disubstituted amino acid: (S)-butylethylglycine (=(2S)-2-amino-2-ethylhexanoic acid)
Imawaka, Naoto,Tanaka, Masakazu,Suemune, Hiroshi
, p. 2823 - 2835 (2007/10/03)
An optically active α-ethylated α,α-disubstituted amino acid, (S)-butylethylglycine (=(2S)-2-amino-2-ethylhexanoic acid; (S)-Beg; (S)-2), was prepared starting from butyl ethyl ketone (1) by the Strecker method and enzymatic kinetic resolution of the racemic amino acid. Homooligopeptides containing (S)-Beg (up to hexapeptide) were synthesized by conventional solution methods. An ethyl ester was used for the protection at the C-terminus, and a trifluoroacetyl group was used for the N-terminus of the peptides. The structures of tri-and tetrapeptides 5 and 6 in the solid state were solved by X-ray crystallographic analysis, and were shown to have a bent planar C5-conformation (tripeptide) and a fully planar C5-conformation (tetrapeptide) (see Figs. 1 and 2, resp.). The IR and 1H-NMR spectra of hexapeptide 8 revealed that the dominant conformation in CDCl3 solution was also a fully planar C5-conformation. These results show for the first time that the preferred conformation of homopeptides containing a chiral α-ethylated α,α-disubstituted amino acid is a planar C5-conformation.
Chemo-Enzymic Synthesis of Optically Active α,α-Disubstituted α-Amino Acids
Liu, Weiguo,Ray, Paul,Benezra, Steven A.
, p. 553 - 560 (2007/10/02)
A series of α,α-disubstituted α-amino esters was chemically synthesized and then resolved through enantioselective hydrolysis catalysed by a new enzyme isolated from crude Humicola langinosa lipase.This enzyme only accepts free amino esters as substrates with neither lipase activity toward olive oil nor esterase activity toward o-nitrophenyl butyrate.It is unique in that it successfully catalyses the resolution of amino esters with two large α-alkyl groups including aliphatic, aromatic and cyclic amino esters.Examples of resolutions where the alkyl groups differ in size by as little as a single carbon atom have been demonstrated.For determination of absolute configuration, some of the optically active α,α-disubstituted amino acids were also prepared through Schoellkopf's asymmetric synthesis and the structures were verified by X-ray crystallography.A model depicting the substrate binding site of the enzyme is proposed.
