142237-09-0

Basic information

• Product Name: methyl-3(R)-<2-(1(S)-dimethylamino-ethyl)phenyl>-butanoate
• CAS NO: 142237-09-0
• Molecular Weight: 249.353
• Mol File: 142237-09-0.mol

Chemical Properties

• CAS DataBase Reference: methyl-3(R)-<2-(1(S)-dimethylamino-ethyl)phenyl>-butanoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl-3(R)-<2-(1(S)-dimethylamino-ethyl)phenyl>-butanoate(142237-09-0)
• EPA Substance Registry System: methyl-3(R)-<2-(1(S)-dimethylamino-ethyl)phenyl>-butanoate(142237-09-0)

Safety Data

• Hazardous Substances Data: 142237-09-0(Hazardous Substances Data)

Upstream product

• 15681-48-8 lithium dimethylcuprate 
• 122244-62-6 methyl (S)-3-<2-(1-dimethylaminoethyl)phenyl>-propenoate 

Relevant articles and documents

Addition of Me2CuLi to Enones and Enoates Effects of Solvent and Additives on the Yield and Stereoselectivity

High yields of diastereomeric 1,4-addition products are obtained on addition of 1, 2 or 3 to 2 in toluene, hexane or CH2Cl2.The stereoselectivity is strongly influenced by the choice of solvent as well as by addition of TMSCl or TMSI.The diastereoselectivity of the reaction between S-1 and 2 changed from 13.5 : 1 RS:SS ratio when the reaction was performed in thiophene, to 10 : 1 in toluene, to 1 : 14 in CH2Cl2 with TMSI.The RS configuration obtained with non-polar solvents such as toluene is attributed to chelation control of the stereoselectivity while the reaction under "non-chelation" conditions, i.e. ether and TMSCl or TMSI, shows low stereoselectivity. Key words: lithium diorganocuprates; conjugate addition; stereoselectivity; solvent effects; effects of additives.

Stereoselective Addition of R2CuLi to ortho-Substituted Methyl Cinnamates. Intramolecular Assistance and Solvent Effects

High chemical yields are obtained on the addition of the ortho-substituted enoates 1, 2, 3, and 4 to Me2CuLi or Ph2CuLi in non-coordinating solvents, CH2Cl2 or toluene.The results underline the strong effect of solvent on reactions between organocuprates