498542-91-9

Basic information

• Product Name: Acetamide, N-[(trifluoromethyl)sulfonyl]-N-[(1S,2S)-2-[[(trifluoromethyl)sulfonyl]amino ]cyclohexyl]-
• CAS NO: 498542-91-9
• Molecular Formula: C10H14F6N2O5S2
• Molecular Weight: 420.354
• Mol File: 498542-91-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Acetamide, N-[(trifluoromethyl)sulfonyl]-N-[(1S,2S)-2-[[(trifluoromethyl)sulfonyl]amino ]cyclohexyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Acetamide, N-[(trifluoromethyl)sulfonyl]-N-[(1S,2S)-2-[[(trifluoromethyl)sulfonyl]amino ]cyclohexyl]-(498542-91-9)
• EPA Substance Registry System: Acetamide, N-[(trifluoromethyl)sulfonyl]-N-[(1S,2S)-2-[[(trifluoromethyl)sulfonyl]amino ]cyclohexyl]-(498542-91-9)

Safety Data

• Hazardous Substances Data: 498542-91-9(Hazardous Substances Data)

Upstream product

• 75-36-5 acetyl chloride 
• 153077-87-3 C,C,C-trifluoro-N-(2-trifluoromethanesulfonylaminocyclohexyl)methanesulfonamide 

Downstream Products

• 20306-86-9 (S)-N-(1-phenylpropyl)acetamide 
• 2698-79-5 (R)-N-(1-phenylpropyl)acetamide 
• 1460349-41-0 N-((2S)-3-phenylbut-3-en-2-yl)acetamide 
• 1460349-40-9 N-((2R)-3-phenylbut-3-en-2-yl)acetamide 
• 1407999-16-9 N-(8-((tert-butyldiphenylsilyl)oxy)oct-5-yn-4-yl)acetamide 
• 1407999-11-4 N-(4-(2,4-difluorophenyl)but-3-yn-2-yl)acetamide 
• 1407999-10-3 N-(4-(p-tolyl)but-3-yn-2-yl)acetamide 
• 1407999-07-8 N-(4-(4-methoxyphenyl)but-3-yn-2-yl)acetamide 
• 1407999-01-2 N-(4-methyl-1-phenylpent-1-yn-3-yl)acetamide 
• 1407999-00-1 N-(1-phenylpent-1-yn-3-yl)acetamide 
• 1407998-99-5 (S)-N-(4-phenylbut-3-yn-2-yl)acetamide 

Relevant articles and documents

Kinetic resolution of amines: A highly enantioselective and chemoselective acetylating agent with a unique solvent-induced reversal of stereoselectivity

Solvents lend a hand: Changing the polarity of the reaction solvent from 1,3-dimethyltetrahydropyrimidin-2-one (DMPU) to toluene reverses the stereo-selectivity observed in the acetylation of amines with (1S,2S)-1 (see scheme). Optimizing the reaction conditions led to an unprecedented 90% ee (S) in DMPU at -20°C with a 33% conversion.

Unprecedented, fully recyclable, solid-supported reagent for the kinetic resolution of racemic amines through enantioselective N-acetylation

The high-yielding synthesis and application of the first polymer supported reagent for the kinetic resolution (KR) of amines through enantioselective acetylation is described; this new supported chiral reagent allows the KR of primary amines with excellent selectivities at room temperature; moreover, this supported approach is highly efficient as the Merrifield-supported chiral scaffold can be quantitatively recovered and recycled. The Royal Society of Chemistry 2005.