852051-18-4

Basic information

• Product Name: methyl (R)-(+)-3-(4-chlorophenyl)-4-nitrobutanoate
• Synonyms: methyl (R)-(+)-3-(4-chlorophenyl)-4-nitrobutanoate
• CAS NO: 852051-18-4
• Molecular Weight: 257.674
• Mol File: 852051-18-4.mol

Chemical Properties

• CAS DataBase Reference: methyl (R)-(+)-3-(4-chlorophenyl)-4-nitrobutanoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (R)-(+)-3-(4-chlorophenyl)-4-nitrobutanoate(852051-18-4)
• EPA Substance Registry System: methyl (R)-(+)-3-(4-chlorophenyl)-4-nitrobutanoate(852051-18-4)

Safety Data

• Hazardous Substances Data: 852051-18-4(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 563-70-2 bromonitromethane 
• 1075-77-0 (E)-4-chlorocinnamic aldehyde 
• 75-52-5 nitromethane 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 20754-21-6 methyl 3-(4-chlorophenyl)propenoate 
• 101466-69-7 methyl (+/-)-3-(4-chlorophenyl)-4-nitrobutanoate 

Downstream Products

• 69308-37-8 (R)-baclofen 
• 290366-79-9 (R)-(-)-3-(4-chloro-phenyl)-4-nitro-butyric acid 
• 123632-35-9 (R)-(-)-4-(4-chlorophenyl)pyrrolidin-2-one 

Relevant articles and documents

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.

Organocatalytic asymmetric nitrocyclopropanation of α,β-unsaturated aldehydes

A novel organocatalytic highly enantioselective nitrocyclopropanation reaction of α,β-unsaturated aldehydes is presented. The 1-nitro-2-formylcyclopropane derivatives synthesized from this catalytic transformation were converted to the corresponding β-nitromethyl-acid esters, which are excellent precursors of GABA analogues such as Baclofen, by subsequent organocatalytic chemoselective ring-opening.

Water-compatible iminium activation: Organocatalytic Michael reactions of carbon-centered nucleophiles with enals

(Chemical Equation Presented) A pool of water-compatible catalysts, namely the chiral prolinol-based catalysts 1, has been developed for highly enantioselective C-C bond-forming Michael reactions in water (see scheme). The synthesis of (S)-Rolipram, a type IV phosphodiesterase inhibitor, was also demonstrated.