158262-07-8Relevant articles and documents
Expanding dynamic kinetic protocols: Transaminase-catalyzed synthesis of α-substituted β-amino ester derivatives
Cuetos, Anibal,Lavandera, Ivan,Gotor, Vicente
, p. 10688 - 10690 (2013/11/06)
Several α-alkylated β-amino esters have been obtained via DKR processes employing a kit of transaminases and isopropylamine as an amino donor in aqueous medium under mild conditions. Thus, while acyclic α-alkyl-β-keto esters afforded excellent conversions and enantioselectivities, although usually low diastereoselectivities, using more constrained cyclic β-keto esters high to excellent inductions were obtained.
5,6-DIHYDRO-1H-PYRIDIN-2-ONE COMPOUNDS
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Page/Page column 92, (2008/12/06)
The invention is directed to 5,6-dihydro-1H-pyridin-2-one compounds and pharmaceutical compositions containing such compounds that are useful in treating infections by hepatitis C virus.
Saturated Heterocyles, 248. Synthesis of 2,4-Dioxo and 4-Oxo-2-thioxo Derivatives of Octahydrocyclopentapyrimidines
Fueloep, Ferenc,Szakonyi, Zsolt,Bernath, Gabor,Sohar, Pal
, p. 1211 - 1218 (2007/10/03)
Unsubstituted and 1-benzyl-substituted cis-cyclopentapyrimidine-2,4-diones and cis-2-thioxocyclopentapyrimidin-4-ones 9a,b and 10a,b were prepared from the corresponding cis-2-amino-1-cyclopentanecarboxylates 3 and 5 with potassium cyanate and thiocyanate.It was found that the cis-derivatives 7a-h readily underwent ring closure, resulting in 3-substituted cis-2,4-cyclopentapyrimidinediones and cis-2-thioxocyclopentapyrimidin-4-ones 11a-d and 12a-d, whereas the trans counterparts 8a-d failed to cyclize, but gave hydrolyzed amino acid derivatives 13a,b and 14.This difference in the reactivities of the cis and trans isomers is a further example of the difficulty of preparing cyclopentane trans-fused six-membered 1,3-heterocycles by ring closure.
Chemo- and diastereoselective reduction of β-enamino esters: A convenient synthesis of both cis- and trans-γ-amino alcohols and β-amino esters
Bartoli,Cimarelli,Marcantoni,Palmieri,Petrini
, p. 5328 - 5335 (2007/10/02)
Convenient procedures for the chemo- and diastereoselective reduction of b-enamino esters 1 are described. Both cis- and trans-γ-amino alcohols 2 or b-amino esters 3 can be prepared by reduction of b-enamino esters 1, readily available starting materials, with the use of inexpensive reagents Na/i-PrOH or NaHB(OAc)3/AcOH, respectively, and the appropriate reduction conditions. The mechanisms and diastereoselectivities for the reductions are discussed. The relative configurations and conformations of the diastereoisomeric γ-amino alcohols 2 and β-amino esters 3 obtained are established by 1H and 13C NMR study and unequivocally set by their cyclic derivatives tetrahydro-1,3-oxazines 4.
New Type of Cyclization of α,β,χ,ψ-Unsaturated Dioic Acid Esters through Tandem Conjugate Additions by Using Lithium N-Benzyl-N-(trimethylsilyl)amide as a Nitrogen Nucleophile
Uyehara, Tadao,Shida, Naomi,Yamamoto, Yoshinori
, p. 3139 - 3145 (2007/10/02)
Treatment of dimethyl (2E,6E)-2,6-octadienedioate with lithium N-benzyl-N-(trimethylsilyl)amide (LSA) gave 5-exo-trig ring closure products, methyl 3-(N-benzylamino)-2-(methoxycarbonyl)cyclopentane-1-acetates, through tandem conjugate additions.The relate
