112979-62-1

Basic information

• Product Name: Butanoic acid, 3-[(phenylmethyl)amino]-, methyl ester, (S)-
• CAS NO: 112979-62-1
• Molecular Formula: C12H17NO2
• Molecular Weight: 207.272
• Mol File: 112979-62-1.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Butanoic acid, 3-[(phenylmethyl)amino]-, methyl ester, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Butanoic acid, 3-[(phenylmethyl)amino]-, methyl ester, (S)-(112979-62-1)
• EPA Substance Registry System: Butanoic acid, 3-[(phenylmethyl)amino]-, methyl ester, (S)-(112979-62-1)

Safety Data

• Hazardous Substances Data: 112979-62-1(Hazardous Substances Data)

Upstream product

• 623-43-8 methyl crotonate 
• 100-46-9 benzylamine 
• 623-43-8 crotonic acid methyl ester 
• 507444-65-7 methyl 3-(benzylamino)butanoate 
• 186581-53-3 diazomethane 
• 67337-75-1 (S)-N-benzyl-β³-homoalanine 
• 67-56-1 methanol 
• 109299-92-5 3-((E)-but-2-enoyl)oxazolidin-2-one 
• 105754-29-8 Benzylammonium-trifluormethansulfonat 
• 100-52-7 benzaldehyde 
• 5303-65-1 (S)-ethyl 3-aminobutyrate 

Downstream Products

• 1031429-74-9 (S)-methyl 3-dibenzylamino-butanoate 
• 678991-47-4 (-)-(3R)-methyl 3-(dibenzylamino)butanoate 

Relevant articles and documents

Free-radical polymerization of (r)-(-)-1-(1-naphthyl)ethyl(2-methacryloyloxyethyl)urea and chiral recognition ability

(R)-(-)-1-(1-Naphthyl)ethyl(2-methacryloyloxyethyl)urea (NEMOU) was synthesized from 2-methacryloyIoxyethyl isocyanate (MOI) and (R)-(+)-1-(1-naphthyl)ethylamine. Radical homopolymerizations of NEMOU were performed in several solvents to obtain the corresponding chiral polymers that have hydrogen bonds based on urea moieties. Specific optical rotations of poly(NEMOU) changed by the measurement temperature, which may be attributed in part to change of conformation. From the results of radical copolymerizations of NEMOU with styrene (ST, M2) or methyl methacrylate (MMA, M2), monomer reactivity ratios (r1, r2) and Alfrey-Price Q-e were determined: r1 = 0.48, r2 = 0.20, Q1 = 1.41, e1 = 0.74 for the NEMOU-ST system; r1 = 0.55, r2 = 0.16, Q1 = 9.02, e1 = 1.96 for the NEMOU-MMA system. The chiroptical property of the copolymers was strongly influenced by comonomer units. To examine the chiral recognition ability of poly(NEMOU), chiral stationary phases (CSPs) for high-performance liquid chromatography (HPLC) were prepared from silica gel and poly(NEMOU). The CSPs resolved some racemates such as 1,2,3,4-tetrahydro-1-naphthol and N-benzyl-1-(1-methyl-2-methoxy-carbony)ethylamine in n-hexane/2-propanol as mobile phase by HPLC. The chiral recognition ability of poly(NEMOU) may be ascribed not only to the interaction between the low molecular weight chiral selector and the racemates but also to the secondary and/or higher-ordered structure of the polymer.

Mechanochemical enzymatic resolution of N-benzylated-β3-amino esters

The use of mechanochemistry to carry out enantioselective reactions has been explored in the last ten years with excellent results. Several chiral organocatalysts and even enzymes have proved to be resistant to milling conditions, which allows for rather efficient enantioselective transformations under ball-milling conditions. The present article reports the first example of a liquid-assisted grinding (LAG) mechanochemical enzymatic resolution of racemic β3-amino esters employing Candida antarctica lipase B (CALB) to afford highly valuable enantioenriched N-benzylated-β3-amino acids in good yields. Furthermore the present protocol is readily scalable.

Process for producing either optically active n-substituted beta-amino acid and optically active n-substituted beta-amino acid ester or optically active n-substituted 2-homopipecolic acid and optically active n-substituted 2-homopipecolic acid ester

The present invention discloses a process which comprises selectively hydrolyzing one enantiomer of racemic mixtures of an N-substituted β-amino acid alkyl ester or N-substituted 2-homopipecolic acid ester represented by the formula (I): wherein Ar, Rsup