1067652-47-4

Upstream product

• 1067651-82-4 (2R,4S,5S)-5-azido-6-(3,5-difluorophenoxy)-4-hydroxy-2-methoxy-hexanoic acid ((S)-1-benzylcarbamoyl-2-methylpropyl)-amide 

Downstream Products

• 1067651-56-2 (1S,2S,4S)-4-(methanesulphonyl(methyl)amino)-cyclopentane-1,2-dicarboxylic acid 1-{[(1S,2S,4R)-4-((S)-1-benzylcarbamoyl-2-methyl-propylcarbamoyl)-1-(3,5-difluoro-phenoxymethyl)-2-hydroxy-4-methoxy-butyl]-amide} 2-[((R)-1-phenyl-ethyl)-amide] 
• 1067651-58-4 (1S,2S,4S)-4-(methanesulphonyl(methyl)amino)-cyclopentane-1,2-dicarboxylic acid 1-{[(1S,2S,4R)-4-((S)-1-benzylcarbamoyl-2-methyl-propylcarbamoyl)-1-(3,5-difluoro-phenoxymethyl)-2-hydroxy-4-methoxy-butyl]-amide} 2-[((S)-1-phenyl-ethyl)-amide] 
• 1067651-20-0 N-[(1S,2S,4R)-4-((S)-1-benzylcarbamoyl-2-methyl-propylcarbamoyl)-1-(3,5-difluorophenoxymethyl)-2-hydroxy-4-methoxy-butyl]-5-(methanesulfonyl(methyl)amino)-N'-((R)-1-phenyl-ethyl)-isophthalamide 
• 1067651-28-8 N-[(1S,2S,4R)-4-((S)-1-benzylcarbamoyl-2-methyl-propylcarbamoyl)-1-(3,5-difluorophenoxymethyl)-2-hydroxy-4-methoxy-butyl]-N',N'-dipropyl-isophthalamide 
• 1067651-55-1 (1R,2R,4R)-4-(methanesulfonyl-methyl-amino)-cyclopentane-1,2-dicarboxylic acid 1-(allyl-benzyl-amide) 2-{[(1S,2S,4R)-4-((S)-1-benzylcarbamoyl-2-methyl-propylcarbamoyl)-1-(3,5-difluoro-phenoxymethyl)-2-hydroxy-4-methoxy-butyl]-amide} 
• 1067651-54-0 (1R,2R,4S)-4-(methanesulfonyl-methyl-amino)-cyclopentane-1,2-dicarboxylic acid 1-{[(1S,2S,4R)-4-((S)-1-benzylcarbamoyl-2-methyl-propylcarbamoyl)-1-(3,5-difluoro-phenoxymethyl)-2-hydroxy-4-methoxy-butyl]-amide} 2-[((S)-1-cyclohexyl-ethyl)amide] 
• 1067651-53-9 (1R,2R,4S)-4-(methanesulfonyl-methyl-amino)-cyclopentane-1,2-dicarboxylic acid 1-{[(1S,2S,4R)-4-((S)-1-benzylcarbamoyl-2-methyl-propylcarbamoyl)-1-(3,5-difluoro-phenoxymethyl)-2-hydroxy-4-methoxy-butyl]-amide} 2-cyclopropylmethylamide 
• 1067651-52-8 (1R,2R,4S)-4-(methanesulfonyl-methyl-amino)-cyclopentane-1,2-dicarboxylic acid 1-{[(1S,2S,4R)-4-((S)-1-benzylcarbamoyl-2-methyl-propylcarbamoyl)-1-(3,5-difluoro-phenoxymethyl)-2-hydroxy-4-methoxy-butyl]-amide} 2-cyclopropylamide 
• 1067651-51-7 (1R,2R,4S)-4-(methanesulfonyl-methyl-amino)-cyclopentane-1,2-dicarboxylic acid 1-{[(1S,2S,4R)-4-((S)-1-benzylcarbamoyl-2-methyl-propylcarbamoyl)-1-(3,5-difluoro-phenoxymethyl)-2-hydroxy-4-methoxy-butyl]-amide} 2-[((S)-1-p-tolyl-ethyl)-amide] 
• 1067651-50-6 (1R,2R,4S)-4-(methanesulfonyl-methyl-amino)-cyclopentane-1,2-dicarboxylic acid 1-{[(1S,2S,4R)-4-((S)-1-benzylcarbamoyl-2-methyl-propylcarbamoyl)-1-(3,5-difluoro-phenoxymethyl)-2-hydroxy-4-methoxy-butyl]-amide} 2-{[(S)-1-(4-chloro-phenyl)-ethyl]-amide} 
• 1067651-38-0 (1R,2R,4S)-4-(methanesulphonyl(methyl)amino)-cyclopentane-1,2-dicarboxylic acid 1-{[(1S,2S,4R)-4-((S)-1-benzylcarbamoyl-2-methyl-propylcarbamoyl)-1-(3,5-difluoro-phenoxymethyl)-2-hydroxy-4-methoxy-butyl]-amide} 2-[((S)-1-(4-fluorophenyl)-ethyl)-amide] 
• 1067651-37-9 (1R,2R,4S)-4-(methanesulphonyl(methyl)amino)-cyclopentane-1,2-dicarboxylic acid 1-benzylamide 2-{[(1S,2S,4R)-4-((S)-1-benzylcarbamoyl-2-methyl-propylcarbamoyl)-1-(3,5-difluoro-phenoxymethyl)-2-hydroxy-4-methoxy-butyl]-amide} 
• 1067651-34-6 (1R,2R,4S)-4-(methanesulphonyl(methyl)amino)-cyclopentane-1,2-dicarboxylic acid 1-{[(1S,2S,4R)-4-((S)-1-benzylcarbamoyl-2-methyl-propylcarbamoyl)-1-(3,5-difluoro-phenoxymethyl)-2-hydroxy-4-methoxy-butyl]-amide} 2-[((S)-1-phenyl-propyl)-amide] 
• 1067651-33-5 (1R,2R,4R)-4-(methanesulphonyl(methyl)amino)-cyclopentane-1,2-dicarboxylic acid 1-{[(1S,2S,4R)-4-((S)-1-benzylcarbamoyl-2-methyl-propylcarbamoyl)-1-(3,5-difluoro-phenoxymethyl)-2-hydroxy-4-methoxy-butyl]-amide} 2-[((S)-1-phenyl-ethyl)-amide] 

Relevant academic research and scientific papers

Design and synthesis of potent and selective BACE-1 inhibitor

Highly potent BACE-1 protease inhibitors have been developed from an inhibitors containing a hydroxyethylene (HE) core displaying aryloxymethyl or benzyloxymethyl P1 side chain and a methoxy P1′ side chain. The target molecules were synthesized in good overall yields from chiral carbohydrate starting materials. The inhibitors show high BACE-1 potency and good, selectivity against cathepsin D, where the most potent inhibitor furnishes BACE-1 Ki ? 1 nM and displays > 1000-fold selectivity over cathepsin D.

AMIDE DERIVATIVES AS INHIBITORS OF ASPARTYL PROTEASES

The invention provides compounds of the formula (I). N-oxides, addition salts, quaternary amines, metal complexes, stereochemically isomeric forms and metabolites thereof, wherein W is H,C 1-C 6 alkyl, C 3-C 6 cycloalkyl, aryl or heterocyclyl; Q is aryl or heterocyclyl; A is a five or six membered saturated, partially unsaturated or aromatic ring; D is (II) or (III) the other variables are as defined in the specification. The compounds of the invention are inhibitors of BACE and are among other things useful for the treatment and/or prevention of conditions associated with BACE activity such as Alzheimer's disease.