865535-05-3

Basic information

• Product Name: (1'R,2'S,5'R)-menthyl 3-benzyloxycarbonyl-2-oxaimidazolidine-4(S)-carboxylate
• Synonyms: (1'R,2'S,5'R)-menthyl 3-benzyloxycarbonyl-2-oxaimidazolidine-4(S)-carboxylate
• CAS NO: 865535-05-3
• Molecular Weight: 402.491
• Mol File: 865535-05-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1'R,2'S,5'R)-menthyl 3-benzyloxycarbonyl-2-oxaimidazolidine-4(S)-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: (1'R,2'S,5'R)-menthyl 3-benzyloxycarbonyl-2-oxaimidazolidine-4(S)-carboxylate(865535-05-3)
• EPA Substance Registry System: (1'R,2'S,5'R)-menthyl 3-benzyloxycarbonyl-2-oxaimidazolidine-4(S)-carboxylate(865535-05-3)

Safety Data

• Hazardous Substances Data: 865535-05-3(Hazardous Substances Data)

Upstream product

• 2216-51-5 (-)-menthol 
• 59760-01-9 (S)-2-oxo-imidazolidine-1,5-dicarboxylic acid 1-benzyl ester 

Downstream Products

• 865535-06-4 (1'R,2'S,5'R)-menthyl 1-acetyl-3-benzyloxycarbonyl-2-oxaimidazolidine-4(S)-carboxylate 

Relevant articles and documents

Chiral dirhodium(II) carboxamidate-catalyzed [2 + 2]-cycloaddition of TMS-ketene and ethyl glyoxylate

The [2 + 2]-cycloaddition reaction between ethyl glyoxylate and trimethylsilylketene is reported. Enantiomeric excesses up to 83% have been achieved with the use of only 1.0 mol % of a previously unreported chiral imidazolidinone-ligated dirhodium(II) carboxamidate catalyst. An extensive survey of chiral catalysts has shown that enantiocontrol for cycloaddition increases as the steric bulk of the ligand is increased. However, enantioselectivity is increased to 99% ee by the addition of 10 mol % of quinine as a co-catalyst with a chiral dirhodium(II) azetidinone-ligated catalyst, and there is a significant decrease in reaction time.