84213-80-9Relevant articles and documents
Approaches to primary tert-alkyl amines as building blocks
Tzitzoglaki, Christina,Drakopoulos, Antonios,Konstantinidi, Athina,Stylianakis, Ioannis,Stampolaki, Marianna,Kolocouris, Antonios
, (2019/07/10)
Primary tert-alkyl amines include analogues of amantadine, a fragment commonly linked to pharmacophoric groups to enhance biological activity. The preparation of primary tert-alkyl amines is considered to be a difficult problem. Four synthetic procedures, some of which have been previously reported for the synthesis of amines with primary (RCH2NH2) or secondary (RR'CHNH2) alkyl and/or aryl groups, were tested for the synthesis of primary tert-alkyl amines (RR′R″CNH2) in aliphatic series including adamantane adducts. These procedures included the formation and reduction of tert-alkyl azides, the Ritter reaction in standard and modified conditions, the addition of organometallic reagents to N-tert-butyl sulfinyl ketimines and one-pot reactions between nitriles and organometallic reagents in the presence of a Lewis acid, Τi(iPrO)4 or CeCl3. These synthetic routes are unexplored for primary tert-alkyl amines. Studies on the synthetic routes for primary tert-alkyl amines are currently lacking. The reaction conditions and substrate limitations were studied for each procedure, with the first procedure being the most general and applicable also for compounds bearing bulky adducts.
ANTIVIRAL COMPOUNDS
-
Paragraph 00103; 00104, (2014/08/19)
Compounds useful for treating and preventing viral infections including influenza are disclosed. Methods of treating or preventing viral infections, including influenza A infections are disclosed.
Organocalcium Chemistry: Preparation and Reactions of Highly Reactive Calcium
Wu, Tse-Chong,Xiong, Heping,Rieke, R. D.
, p. 5045 - 5051 (2007/10/02)
A highly reactive form of calcium was prepared by the reduction of Ca(II) salts with preformed lithium biphenylide.Remarkably, this activated calcium undergoes oxidative addition to organic bromides, chlorides, or even fluorides to form the organocalcium reagents under very mild conditions in high yields.The resulting organocalcium compounds undergo Grignard-type reactions.Transmetalation with Cu(I) salts forms calcium cuprate reagents which undergo a variety of cross-coupling reactions.The activated calcium reacts with 1,3-dienes to yield the corresponding 2-butene-1,4-diylcalcium complexes.These bis-organocalcium reagents can undergo dialkylation reactions with α,ω-alkylene dihalides and dichlorosilanes to form the corresponding 3-, 5-, and 6-membered ring derivatives.Significantly, these reactions are highly stereospecific and regioselective.