59830-61-4Relevant articles and documents
Modular construction of quaternary hemiaminal-based inhibitor candidates and their in cellulo assessment with HIV-1 protease
Gros, Guillaume,Martinez, Lorena,Gimenez, Anna Servat,Adler, Paula,Maurin, Philippe,Wolkowicz, Roland,Falson, Pierre,Hasserodt, Jens
supporting information, p. 5407 - 5413 (2013/09/02)
Non-peptidomimetic drug-like protease inhibitors have potential for circumventing drug resistance. We developed a much-improved synthetic route to our previously reported inhibitor candidate displaying an unusual quaternized hemi-aminal. This functional group forms from a linear precursor upon passage into physiological media. Seven variants were prepared and tested in cellulo with our HIV-1 fusion-protein technology that result in an eGFP-based fluorescent readout. Three candidates showed inhibition potency above 20 μM and toxicity at higher concentrations, making them attractive targets for further refinement. Importantly, our class of original inhibitor candidates is not recognized by two major multidrug resistance pumps, quite in contrast to most clinically applied HIV-1 protease inhibitors.
PROCESS OF DEACETALISATION OF ALPHA AMINOACETALS
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Page/Page column 23-24, (2008/12/08)
The invention relates to a process for the preparation of N-protected α-aminoaldehydes by deacetalization of the acetal functional group of corresponding N-protected α-aminoacetals using formic acid.
DIASTEREOSELECTIVE SYNTHESIS OF 2,3-CIS-2-ALKYL-3-OXYGENATED PIPERIDINE DERIVATIVES BY TITANIUM MEDIATED INTRAMOLECULAR CYCLIZATION OF α-AMINOACETAL-ALLYLSILANE SYSTEM
Kano, Shinzo,Yokomatsu, Tsutomu,Iwasawa, Haruo,Shibuya, Shiroshi
, p. 2805 - 2809 (2007/10/02)
(2S,3S)-2-Alkyl-3-oxygenated 5-methylenepiperidines were obtained with high diastereoselectivity by cyclization of N-methoxycarbonyl-N-silylmethallyl-α-alkylaminoacetaldehyde ethyleneacetals with TiCl3(OPri).