163756-82-9

Basic information

• Product Name: (R)-2-Benzyl-3-methyl-butyric acid
• Synonyms: (R)-2-Benzyl-3-methyl-butyric acid
• CAS NO: 163756-82-9
• Molecular Weight: 192.258
• Mol File: 163756-82-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (R)-2-Benzyl-3-methyl-butyric acid(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-Benzyl-3-methyl-butyric acid(163756-82-9)
• EPA Substance Registry System: (R)-2-Benzyl-3-methyl-butyric acid(163756-82-9)

Safety Data

• Hazardous Substances Data: 163756-82-9(Hazardous Substances Data)

Upstream product

• 77124-17-5 (E)-2-benzylidene-3-methylbutanoic acid 
• 936832-68-7 C₁₉H₂₂O₃ 
• 103-41-3 (E)-cinnamic acid benzyl ester 
• 108-64-5 Ethyl isovalerate 
• 100-52-7 benzaldehyde 

Relevant articles and documents

Structural requirements for substrate in highly enantioselective hydrogenation over the cinchonidine-modified Pd/C

Relationship between substrate structure and enantioselectivity is studied for the asymmetric hydrogenation of 42 different (E)-α, β-disubstituted acrylic acids (propenoic acids) over cinchonidine-modified Pd/C. The β-phenyl group is indispensable for high enantioselectivity of α-phenylcinnamic acid (2,3-diphenylpropenoic acid, 81% ee), and substitution on this group affects markedly the selectivity. The high ee up to 92% was achieved by the β - p-alkoxyphenyl substitution, and the selectivity is ascribed mainly to stronger interaction of the substrate with the chiral modifier on the catalyst surface. In contrast, substitution on the α-phenyl group does not affect notably the enantioselectivity (80-82% ee) or even the α-phenyl group itself is not indispensable but replaceable with a properly bulky group for the high enantioselectivity.

Achiral ligands dramatically enhance rate and enantioselectivity in the Rh/phosphoramidite-catalyzed hydrogenation of α,β-disubstituted unsaturated acids

(Chemical Equation Presented) Mixing it up: A catalytic system based on a mixed-ligand approach has been developed for the rhodium-catalyzed asymmetric hydrogenation of cinnamic acid derivatives (see scheme, cod = cycloocta-1,5-diene). It is the first time that a catalyst complex based on a heterocombination of a chiral and an achiral monodentate ligand gives dramatically higher enantioselectivity (up to 99%) than any of the corresponding homocomplexes.