815618-35-0

Basic information

• Product Name: (R)-4-benzyl-3-(2-(tetrahydro-2H-pyran-4-yl)acetyl)oxazolidin-2-one
• Synonyms: (R)-4-benzyl-3-(2-(tetrahydro-2H-pyran-4-yl)acetyl)oxazolidin-2-one
• CAS NO: 815618-35-0
• Molecular Weight: 303.358
• Mol File: 815618-35-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (R)-4-benzyl-3-(2-(tetrahydro-2H-pyran-4-yl)acetyl)oxazolidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-4-benzyl-3-(2-(tetrahydro-2H-pyran-4-yl)acetyl)oxazolidin-2-one(815618-35-0)
• EPA Substance Registry System: (R)-4-benzyl-3-(2-(tetrahydro-2H-pyran-4-yl)acetyl)oxazolidin-2-one(815618-35-0)

Safety Data

• Hazardous Substances Data: 815618-35-0(Hazardous Substances Data)

Upstream product

• 40500-05-8 2-(tetrahydro-2H-pyran-4-yl)acetyl chloride 
• 40217-17-2 (R)-4-(phenylmethyl)-2-oxazolidinone 
• 156002-64-1 methyl 2-(tetrahydro-2H-pyran-4-yl)acetate 
• 138302-49-5 methyl 2-(dihydro-2H-pyran-4-(3H)-ylidene)acetate 
• 29943-42-8 Tetrahydro-4H-pyran-4-one 
• 85064-61-5 2-(tetrahydro-2H-pyran-4-yl)acetic acid 

Downstream Products

• 815618-36-1 4(R)-benzyl-3-[3-hydroxy-2(S)-(tetrahydropyrane-4-yl)propionyl]oxazolidine-2-one 

Relevant articles and documents

Synthesis and activity of putative small-molecule inhibitors of the F-box protein SKP2

The tetrahydropyran 4-(((3-(2,2-dimethyltetrahydro-2H-pyran-4-yl)-4-phenylbutyl)amino)methyl)-N,N-dimethylaniline was reported to disrupt the SCFSKP2 E3 ligase complex. Efficient syntheses of this tetrahydropyran derivative and analogues, including the des-dimethyl derivative 4-(((3-(tetrahydro-2H-pyran-4-yl)-4-phenylbutyl)amino)methyl)-N,N-dimethylaniline, are described. The enantiomers of the des-dimethyl compound were obtained using Evans' chiral auxiliaries. Structure-activity relationships for these tetrahydropyrans and analogues have been determined by measurement of growth-inhibitory activities in HeLa cells, which indicated a non-specific mechanism of action that correlates with inhibitor lipophilicity. However, preliminary data with (R)-and (S)-4-(((3-(tetrahydro-2H-pyran-4-yl)-4-phenylbutyl)amino)methyl)-N,N-dimethylaniline showed enantioselective inhibition of the degradation of p27 in a cell-based assay that acts as a reporter of SKP2 activity.

HYDROXAMATE SULFONAMIDES AS CD23 SHEDDING INHIBITORS

A class of piperidine and related heterocyclic derivatives, C-substituted by a substituted aryl or heteroaryl moiety, and N-substituted by an ethylsulfonyl group which in turn is substituted at the 2-position by a hydroxamic acid moiety and also by a range of alternative substituents, being potent inhibitors of CD23 shedding, are useful in the treatment and/or prevention of allergic, inflammatory and neoplastic diseases.