78775-71-0Relevant articles and documents
Azepanone-based inhibitors of human cathepsin S: Optimization of selectivity via the P2 substituent
Kerns, Jeffrey K.,Nie, Hong,Bondinell, William,Widdowson, Katherine L.,Yamashita, Dennis S.,Rahman, Attiq,Podolin, Patricia L.,Carpenter, Donald C.,Jin, Qi,Riflade, Benoit,Dong, Xiaoyang,Nevins, Neysa,Keller, Paul M.,Mitchell, Laura,Tomaszek, Thaddeus
scheme or table, p. 4409 - 4415 (2011/09/15)
A series of azepanone inhibitors of cathepsin S is described. Selectivity over both cathepsin K and cathepsin L was achieved by varying the P2 substituent. Ultimately, a balanced potency and selectivity profile was achieved in compound 39 possessing a 1-methylcyclohexyl alanine at P2 and nicotinamide as the P′ substituent. The cellular potency of selected analogs is also described.
Synthesis and Properties of Some tert-Alkylmalonic Acid Derivatives
Holmberg, Carl
, p. 748 - 760 (2007/10/02)
1,4-Addition of Grignard reagents to the alkylidenemalonic acid derivatives 1-8 affords the tert-alkyl malonic derivatives 9-18.The esters 9-17 give the acids 19-26 and from these the corresponding chlorides 27-34 are obtained.Bromination yields the bromo acids 35-36, the brominated acyl bromide 43, the bromonitrile 44, and the bromoacyl chlorides 37-42.The trimethylsilyl esters 50-52, the bis(2-bromoethyl) esters 53-54, the ethyl ester 14, and the tert-butyl ester 16 are brominated via the corresponding ester enolates giving the bromo esters 45-46 in pure form. - The dealkylation of malonic esters with chlorotrimethylsilane/sodium iodide has been carried out.