127041-65-0Relevant academic research and scientific papers
Discovery and SAR of isonicotinamide BACE-1 inhibitors that bind β-secretase in a N-terminal 10s-loop down conformation
Stauffer, Shaun R.,Stanton, Matthew G.,Gregro, Alison R.,Steinbeiser, Melissa A.,Shaffer, Jennifer R.,Nantermet, Philippe G.,Barrow, James C.,Rittle, Kenneth E.,Collusi, Dennis,Espeseth, Amy S.,Lai, Ming-Tain,Pietrak, Beth L.,Holloway, M. Katharine,McGaughey, Georgia B.,Munshi, Sanjeev K.,Hochman, Jerome H.,Simon, Adam J.,Selnick, Harold G.,Graham, Samuel L.,Vacca, Joseph P.
, p. 1788 - 1792 (2008/02/02)
A series of low-molecular weight 2,6-diamino-isonicotinamide BACE-1 inhibitors containing an amine transition-state isostere were synthesized and shown to be highly potent in both enzymatic and cell-based assays. These inhibitors contain a trans-S,S-methyl cyclopropane P3 which bind BACE-1 in a 10s-loop down conformation giving rise to highly potent compounds with favorable molecular weight and moderate to high susceptibility to P-glycoprotein (P-gp) efflux.
A Simple Method for Chelation Controlled Additions to α-Amino Aldehydes
Reetz, Manfred T.,Roelfing, Karin,Griebenow, Nils
, p. 1969 - 1972 (2007/10/02)
BOC- and Cbz-protected α-amino aldehydes derived from amino acids undergo stereoselective addition reactions with alkyl cuprates and manganese reagents, the chelation-controlled adducts being the major diastereomers (generally ds > 90percent).Undesired ra
ALUMINUM-MEDIATED ONE-POT CONVERSION OF α-AMINO ACID ESTERS TO THREO 2-AMINO ALCOHOLS WITH HIGH DIASTEREOSELECTIVITY
Kano, Shinzo,Yuasa, Yoko,Yokomatsu, Tsutomu,Shibuya, Shiroshi
, p. 2867 - 2869 (2007/10/02)
Reduction of N-Cbz α-amino acid esters with DIBAl-H, followed by treatment with Grignard reagent in a one-pot manner gave the corresponding threo 2-amino alcohols with high diastereoselectivity without racemization. KEYWORDS 2-amino alcohol; α-amino acid ester; DIBAL-H reduction; α-amino aldehyde; chelation controll; diastereoselective synthesis; one-pot synthesis
