Abstract
A simple and versatile method for the synthesis of (S) 3-tert-butoxycarbonylamino-2-oxo-2,3,4,5-tetrahydro-1,5-benzodiazepine-1-acetic acid methyl ester (4), a dipeptide mimetic, has been developed. The regioselective functionalization of the N1 and N5 ring nitrogens and the C3 amino group is demonstrated in the synthesis of an interleukin-1beta converting enzyme inhibitor 13.
References
Oct 1, 1985·Journal of Medicinal Chemistry·J W WattheyB M Finn
Oct 1, 1985·Journal of Medicinal Chemistry·J SladeG C Mazzenga
Mar 1, 1986·Chemical & Pharmaceutical Bulletin·K ItohH Sugihara
May 1, 1986·Chemical & Pharmaceutical Bulletin·K ItohH Sugihara
Nov 30, 1983·Biochemical and Biophysical Research Communications·W H ParsonsB I Lamont
Jul 28, 1994·Nature·K P WilsonS A Raybuck
Apr 5, 1994·Biochemistry·N A ThornberryK T Chapman
Jun 21, 1996·Journal of Medicinal Chemistry·R E DolleM A Ator
May 1, 1996·Cytokine·G KuM W Harding
Mar 14, 1997·The Journal of Biological Chemistry·N MargolinD J Livingston
Jun 20, 1997·Journal of Medicinal Chemistry·R E DolleM A Ator
Aug 28, 1998·Science·N A Thornberry, Y Lazebnik
Jan 5, 1999·Bioorganic & Medicinal Chemistry Letters·D S KaranewskyK J Tomaselli
Citations
Apr 25, 2013·Journal of Medicinal Chemistry·Roberta EttariPaola Conti
Oct 8, 2013·Journal of Medicinal Chemistry·Robert F KesterBarry Goggin
Jul 8, 2011·The Journal of Organic Chemistry·Zheng Xiang, Lei Wang
Jan 21, 2014·Annales pharmaceutiques françaises·D V Narayana RaoL K Ravindranath
Feb 9, 2016·Journal of Medicinal Chemistry·Philip A HarrisPeter J Gough
Jun 16, 2009·Medicinal Research Reviews·Roberta EttariNicola Micale
Nov 10, 2015·Chemical Reviews·Marcin PorebaMarcin Drag
Feb 22, 2008·Bioorganic & Medicinal Chemistry Letters·Scott B HoytWilliam H Parsons
Oct 25, 2016·Dalton Transactions : an International Journal of Inorganic Chemistry·Nuria A Illán-CabezaMiguel N Moreno-Carretero
Jan 13, 2015·Organic & Biomolecular Chemistry·Christoffer KarlssonAdolf Gogoll
Apr 26, 2012·Angewandte Chemie·Zi-Yuan DingQing-Hua Fan
Apr 5, 2013·Chemistry, an Asian Journal·Baode MaQing-Hua Fan
Apr 25, 2020·ChemMedChem·Carla Di ChioRoberta Ettari
May 7, 2016·Chemistry : a European Journal·Kosaku HoriguchiTakahiko Akiyama
May 18, 2011·Organic & Biomolecular Chemistry·Asish K BhattacharyaMohamad I Khan
Mar 17, 2021·The Journal of Organic Chemistry·Gao-Feng YangZhuo Tang
Dec 17, 2014·Journal of Nuclear Medicine : Official Publication, Society of Nuclear Medicine·Charity Wayua, Philip S Low
Dec 12, 2013·Molecular Pharmaceutics·Charity Wayua, Philip S Low
Feb 1, 2008·Journal of Medicinal Chemistry·Roberta EttariMaria Zappalà