1196498-95-9

Basic information

• Product Name: C₁₈H₂₃F₃O₆
• CAS NO: 1196498-95-9
• Molecular Weight: 392.372
• Mol File: 1196498-95-9.mol

Chemical Properties

• CAS DataBase Reference: C₁₈H₂₃F₃O₆(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₈H₂₃F₃O₆(1196498-95-9)
• EPA Substance Registry System: C₁₈H₂₃F₃O₆(1196498-95-9)

Safety Data

• Hazardous Substances Data: 1196498-95-9(Hazardous Substances Data)

Upstream product

• 1196498-59-5 (R)-3-hydroxy-4,4-dimethoxy-2,2-dimethylbutyraldehyde 
• 20445-31-2 R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic acid 
• 39637-99-5 (S)-(+)-2-methoxy-2-trifluoromethyl-2-phenylacetyl chloride 

Relevant articles and documents

Histidine-catalyzed asymmetric aldol addition of enolizable aldehydes: Insights into its mechanism

Extensive studies of asymmetric cross-aldol addition between enolizable aldehydes are described and provide a deeper insight into histidine-catalyzed aldol additions. In particular, aspects of enantio- as well as diastereoselectivity of these reactions are discussed. Rules and predictions of configurative outcome are explained by using different transition-state models. These discussions are confirmed by extensive computations.

Stereoselectivities of histidine-catalyzed asymmetric aldol additions and contrasts with proline catalysis: A quantum mechanical analysis

Quantum mechanical calculations reveal the origin of diastereo- and enantioselectivities of aldol reactions between aldehydes catalyzed by histidine, and differences between related reactions catalyzed by proline. A stereochemical model that explains both the sense and the high levels of the experimentally observed stereoselectivity is proposed. The computations suggest that both the imidazolium and the carboxylic acid functionalities of histidine are viable hydrogen-bond donors that can stabilize the cyclic aldolization transition state. The stereoselectivity is proposed to arise from minimization of gauche interactions around the forming C-C bond.