340161-43-5

Basic information

• Product Name: N-(2-Ethoxycarbonyl-1-cyclohexenyl)-L-isoleucine dimethylamide
• Synonyms: N-(2-Ethoxycarbonyl-1-cyclohexenyl)-L-isoleucine dimethylamide
• CAS NO: 340161-43-5
• Molecular Weight: 310.437
• Mol File: 340161-43-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N-(2-Ethoxycarbonyl-1-cyclohexenyl)-L-isoleucine dimethylamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-Ethoxycarbonyl-1-cyclohexenyl)-L-isoleucine dimethylamide(340161-43-5)
• EPA Substance Registry System: N-(2-Ethoxycarbonyl-1-cyclohexenyl)-L-isoleucine dimethylamide(340161-43-5)

Safety Data

• Hazardous Substances Data: 340161-43-5(Hazardous Substances Data)

Upstream product

• 192821-24-2 (2S,3S)-tert-butyl 1-(dimethylamino)-3-methyl-1-oxopentan-2-ylcarbamate 
• 73-32-5 L-isoleucine 
• 13139-16-7 N-(tert-butyloxycarbonyl)-L-isoleucine 
• 1655-07-8 ethyl 2-oxocyclohexane carboxylate 
• 192821-39-9 (2S,3S)-2-amino-N,N,3-trimethylpentanamide 

Downstream Products

• 69881-57-8 (+)-(R)-2-Oxo-1-(3-oxo-1-butyl)-cyclohexancarbonsaeureaethylester 
• 69881-58-9 (-)-(S)-2-Oxo-1-(3-oxo-1-butyl)-cyclohexancarbonsaeureaethylester 

Relevant articles and documents

New auxiliaries for copper-catalyzed asymmetric Michael reactions: Generation of quaternary stereocenters at room temperature

Dialkyl amides of L-valine, L-isoleucine, and L-tert-leucine (2) are excellent chiral auxiliaries for the construction of quaternary stereocenters at ambient temperature. Enaminoesters 3, prepared from these auxiliaries 2 and Michael donors 1. undergo a copper-catalyzed asymmetric Michael reaction with methyl vinyl ketone (MVK, 4) to afford products 5 in 70-90% yield and 90-99% ee (enantiomeric excess). The exclusion of moisture or oxygen is not necessary. The auxiliaries 2 are readily available by standard procedures. After workup they can be recovered almost quantitatively.