138495-07-5Relevant academic research and scientific papers
Synthesis of cis-2-aryl-3-pyrrolidine carboxylic esters via diastereoselective cyclization of γ-imino esters using a TiCl 4/Et3N reagent system
Suresh, Surisetti,Periasamy, Mariappan
, p. 6291 - 6293 (2004)
Facile synthesis of cis-2-aryl-3-pyrrolidine carboxylates from readily accessible γ-imino esters by intramolecular cyclization mediated by a TiCl4/Et3N reagent system is described.
Rhodium-Catalyzed Intramolecular C-H Bond Activation with Triazoles: Preparation of Stereodefined Pyrrolidines and Other Related Cyclic Compounds
Senoo, Masato,Furukawa, Ayana,Hata, Takeshi,Urabe, Hirokazu
, p. 890 - 895 (2016/01/16)
On treatment of triazoles having an N-sulfonyl-protected benzylamine moiety with [Rh2(C7H15CO2)4], intramolecular C-H bond insertion takes place at the benzylic position to give cis-N-sulfonyl-2-aryl-3-[(sulfonylimino)methyl]pyrrolidines in good yields and with highly stereoselectivities. Analogously, the similar treatment of triazoles having an ether or even an alkyl moiety affords 2-alkyl- or 2-aryl-3-[(sulfonylimino)methyl]tetrahydrofurans or a 2-alkyl-3-[(sulfonylimino)methyl]cyclopentane in good yields. Three is a magic number: On treatment of triazoles with [Rh2(C7H15CO2)4], the rhodium catalyst plays three roles, denitrogenation, C-H bond activation, and stereoselective cyclization, providing a new method for heterocycle synthesis. Intramolecular C-H bond insertion takes place at the benzylic position to give pyrrolidines and related heterocycles in good yields.
A one-pot selective synthesis of N-Boc protected secondary amines: Tandem direct reductive amination/N-Boc protection
Neelarapu, Raghupathi,Petukhov, Pavel A.
experimental part, p. 7056 - 7062 (2012/08/28)
A one-pot tandem direct reductive amination of aldehydes with primary amines resulting in N-Boc secondary amines using a (Boc)2O/sodium triacetoxyborohydride (STAB) system is reported. The tandem procedure is efficient, selective, and versatile, giving excellent yields of N-Boc protected secondary amines even in those cases where the products are prone to intramolecular lactamization.
PHENYLGLYCINAMIDE DERIVATIVES USEFUL AS ANTICOAGULANTS
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Page/Page column 65, (2008/06/13)
The present invention relates generally to phenylglycinamide derivatives that inhibit serine proteases. In particular it is directed to novel phenylglycinamide derivatives, and analogues thereof, which are useful as selective inhibitors of serine protease enzymes of the coagulation cascade; for example thrombin, factor VIIa, factor Xa, factor XIa, factor IXa, and/or plasma kallikrein. In particular, it relates to compounds that are factor VIIa inhibitors. This invention also relates to pharmaceutical compositions comprising these compounds and methods of using the same.
Electroreductive intramolecular coupling of aromatic β- and γ-imino esters: A new synthetic method for N-alkoxycarbonyl-2-aryl-3-ones and cis-2-aryl-3-ols of pyrrolidines and piperidines
Kise, Naoki,Ohya, Kengo,Arimoto, Kie,Yamashita, Yutaka,Hirano, Yuuki,Ono, Tadahiro,Ueda, Nasuo
, p. 7710 - 7719 (2007/10/03)
The electroreduction of aromatic β- and γ-imino esters prepared from β-alanine and GABA in the presence of chlorotrimethylsilane and subsequent N-alkoxycarbonylation of the resulting five- and six-membered cyclized amines gave mixed ketals of N-alkoxycarb
X=Y-ZH SYSTEMS AS POTENTIAL 1,3-DIPOLES. PART 17. SEQUENTIAL MICHAEL ADDITION-5-ENDO-TRIG CYCLISATION OF ARYLIDENE IMINES OF Α-AMINO ACID ESTERS
Grigg, Ronald,Kemp, James,Malone, John F.,Rajviroongit, Shuleewan,Tangthongkum, Anant
, p. 5361 - 5374 (2007/10/02)
Imines of α-amino acid esters undergo regiospecific Michael addition to methyl acrylate or acrylonitrile in good yield in benzene at 25 degC catalysed by benzyltrimethylammonium methoxide (BTAM).The Michael adducts cyclise to a mixture of two stereoisomer
