133464-35-4Relevant articles and documents
HETEROCYCLIC COMPOUNDS FOR THE TREATMENT OF ABNORMAL CELLULAR PROLIFERATION
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Page/Page column 127-128, (2019/07/20)
This invention is in the area of heterocyclic-based compounds for the treatment of disorders involving abnormal cellular proliferation, including but not limited to tumors and cancers.
DIPEPTIDE AND TRIPEPTIDE EPOXY KETONE PROTEASE INHIBITORS
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, (2014/10/04)
Provided herein are dipeptide and tripeptide epoxy ketone protease inhibitors, methods of their preparation, related pharmaceutical compositions, and methods of using the same. For example, provided herein are compounds of Formula (X): and pharmaceutically acceptable salts and compositions including the same. The compounds and compositions provided herein may be used, for example, in the treatment of proliferative diseases including cancer and autoimmune diseases.
Development of a scalable chiral synthesis of MK-3281, an inhibitor of the hepatitis C virus NS5B polymerase
Colarusso, Stefania,Conte, Immacolata,Di Filippo, Marcello,Ercolani, Caterina,MacKay, Angela C.,Palumbi, Maria Cecilia,Rico Ferreira, Maria Del Rosario,Stansfield, Ian,Zaramella, Simone,Narjes, Frank,Habermann, J?rg
scheme or table, p. 1527 - 1532 (2011/08/03)
The development of a scalable chiral synthesis for the HCV NS5B inhibitor MK-3281 is being reported. Several alternative routes were explored and are being described. Georg Thieme Verlag Stuttgart ? New York.
4,4-Difluorinated analogues of l-arginine and NG-hydroxy-l-arginine as mechanistic probes for nitric oxide synthase
Martin, Nathaniel I.,Woodward, Joshua J.,Winter, Michael B.,Marletta, Michael A.
supporting information; experimental part, p. 1758 - 1762 (2009/11/30)
4,4-Difluoro-l-arginine and 4,4-difluoro-NG-hydroxy-l-arginine were synthesized and shown to be substrates for the inducible isoform of nitric oxide synthase (iNOS). Binding of both fluorinated analogues to the NOS active site was also investigated using a spectral binding assay employing a heme domain construct of the inducible NOS isoform (iNOSheme). 4,4-Difluoro-NG-hydroxy-arginine was found to bind at the NOS active site in a unique manner consistent with a model involving ligation of the FeIII heme center by the oxygen atom of the NG-hydroxy moiety.
Rearrangement of N-alkyl 1,2-amino alcohols. Synthesis of (S)-toliprolol and (S)-propanolol
Duthion, Béranger,Métro, Thomas-Xavier,Gomez Pardo, Domingo,Cossy, Janine
experimental part, p. 6696 - 6706 (2011/02/26)
N-alkyl 1,2-amino alcohols were rearranged stereospecifically by using TFAA/Et3N. This rearrangement has been used to synthesize N-isopropyl-3-(aryloxy)-2-hydroxypropylamines, β-adrenergic blocking agents such as (S)-toliprolol and (S)-propanolol.
The synthesis of (2S)-4,4-difluoroglutamyl γ-peptides based on Garner's aldehyde and fluoro-reformatsky chemistry
Konas, David W.,Pankuch, Jessica J.,Coward, James K.
, p. 2616 - 2626 (2007/10/03)
The development of optically active fluorinated synthetic building blocks of general utility is a current goal of organo-fluorine chemists. The serine-derived Garner aldehyde was converted to a general 4,4-difluoroamino acid building block via fluoro-Reformatsky reaction with ethyl bromodifluoroacetate. The utility of this building block was demonstrated by the synthesis of derivatives of (2S)-4,4-difluoroglutamine, (2S)-4,4-difluoroglutamic acid, and its incorporation into a fluorophore-containing isopeptide 2 designed as a mechanistic probe of γ-glutamyl hydrolase. Compound 2 proved to be a substrate for γ-glutamyl hydrolase and was hydrolyzed at a rate significantly slower than the corresponding non-fluorinated analog.
First stereocontrolled synthesis of (S)-cleonin and related cyclopropyl-substituted amino acids.
Esposito,Piras,Ramazzotti,Taddei
, p. 3273 - 3275 (2007/10/03)
[reaction: see text]. Enantiomerically pure (S)-cleonin, a key component of the antitumor antibiotic cleomycin, was prepared starting from (R)-serine. The Kulinkovich cyclopropanation of the methyl ester of N-Cbz serine acetonide gave the hydroxycyclopropyl moiety. The amino alcohol region was further oxidized to amino acid. The Kulinkovich cyclopropanation allowed also the preparation of other non-natural substituted cyclopropylglycines.
The synthesis of substituted (4S)-4-(hydroxymethyl)imidazolidin-2-ones as novel protein kinase C modulators
Zhao,Qiao,Rong,Kozikowski
, p. 8711 - 8715 (2007/10/03)
The total synthesis of substituted (4S)-4-(hydroxymethyl)imidazolidin-2-ones from D-serine methyl ester is described. The key step in the synthesis is a reductive amination reaction which is brought about using titanium(IV) isopropoxide and sodium cyanoborohydride, followed by the cyclization to urea using triphosgene after deprotection. (C) 2000 Elsevier Science Ltd.
Enantiospecific synthesis of (R)- and (S)-2,3-diaminopropanol from L- and D-serine
Demirci, Fatih,Haines, Alan H.,Jia, Chunhua,Wu, Di
, p. 189 - 191 (2007/10/03)
Both chiral forms of 2,3-diaminopropanol (6) have been prepared in a convenient 5-step synthesis based on the readily available N-benzyloxycarbonyl derivatives of the methyl esters of L- and D-serine.