852051-17-3

Basic information

• Product Name: (R)-(+)-4-nitro-3-phenylbutanoic acid
• Synonyms: (R)-(+)-4-nitro-3-phenylbutanoic acid
• CAS NO: 852051-17-3
• Molecular Weight: 209.202
• Mol File: 852051-17-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (R)-(+)-4-nitro-3-phenylbutanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-4-nitro-3-phenylbutanoic acid(852051-17-3)
• EPA Substance Registry System: (R)-(+)-4-nitro-3-phenylbutanoic acid(852051-17-3)

Safety Data

• Hazardous Substances Data: 852051-17-3(Hazardous Substances Data)

Upstream product

• 474925-63-8 methyl (R)-(+)-4-nitro-3-phenylbutanoate 
• 34687-03-1 4-nitro-3-phenylbutanoic acid methyl ester 
• 100-52-7 benzaldehyde 
• 104-55-2 3-phenyl-propenal 
• 75-52-5 nitromethane 
• 75-07-0 acetaldehyde 
• 934269-53-1 (3R)-4-nitro-3-phenylbutanal 
• 63677-96-3 (E)-2-hydroxy-2-methyl-5-phenylpent-4-en-3-one 

Downstream Products

• 1078-21-3 (R)-Phenibut 

Relevant articles and documents

Biocatalytic Asymmetric Michael Additions of Nitromethane to α,β-Unsaturated Aldehydes via Enzyme-bound Iminium Ion Intermediates

The enzyme 4-oxalocrotonate tautomerase (4-OT) exploits an N-terminal proline as main catalytic residue to facilitate several promiscuous C-C bond-forming reactions via enzyme-bound enamine intermediates. Here we show that the active site of this enzyme c

Chiral ionic liquids bearing O-silylated α,α-diphenyl (S)- Or (R)-prolinol units: Recoverable organocatalysts for asymmetric michael addition of nitroalkanes to α,β-enals

Chiral ionic liquids bearing O-silylated α,α-diphenyl (S)- or (R)-prolinol units tagged to the imidazolium cation were synthesized and their activity as catalysts in the Michael addition of nitroalkanes to α,β-unsaturated aldehydes was evaluated. Respective (S) or (R) adducts were obtained in the reactions in high yields (up to 95 %) and with high enantio-selectivity (up to 99% ee). Remarkably, the immobilized orgariocatalysts could be used five times without any decrease in product: yields or ee values. (R)-Michael adducts could be easily transformed into the most active (R) enantiomers of medications Phenibut, Baclofen, and Rolipram for the treatment of CNS disorders.

A short and convenient chemoenzymatic synthesis of both enantiomers of 3-phenylGABA and 3-(4-chlorophenyl)GABA(Baclofen)

Both enantiomers of the pharmacologically active GABA analogues 4-amino-3-phenyl and 4-amino-3-(4-chlorophenyl)butyric acid (Baclofen) with high enantiomeric excesses were synthesized by a chemoenzymatic method involving α-chymotrypsin mediated kinetic resolutions of the corresponding 3-phenyl- and 3-(4-chlorophenyl)-4-nitrobutyric acid methyl ester precursors.