793-19-1

Basic information

• Product Name: 3-[BENZYL-(2-METHOXYCARBONYL-ETHYL)-AMINO]-PROPIONIC ACID METHYL ESTER
• Synonyms: 3-[BENZYL-(2-METHOXYCARBONYL-ETHYL)-AMINO]-PROPIONIC ACID METHYL ESTER;methyl N-benzyl-N-(3-methoxy-3-oxopropyl)-beta-alaninate;N,N-BIS(B-(METHOXYCARBONYL)ETHYL)BENZYLAMINE;3,3'-(Benzylimino)bis(propionic acid methyl) ester;3,3'-(Benzylimino)bispropionic acid dimethyl ester;3,3'-(Benzylimino)dipropionic acid dimethyl ester;3,3'-Benzyliminobis(propanoic acid methyl) ester;N-(3-Methoxy-3-oxopropyl)-N-phenylmethyl-β-alanine methyl ester
• CAS NO: 793-19-1
• Molecular Formula: C₁₅H₂₁NO₄
• Molecular Weight: 279.33
• EINECS: 212-343-5
• Mol File: 793-19-1.mol
• Article Data: 32

Chemical Properties

• Boiling Point: 372.5 °C at 760 mmHg
• Flash Point: 179.1 °C
• Appearance: /
• Density: 1.108 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 5.79±0.50(Predicted)
• CAS DataBase Reference: 3-[BENZYL-(2-METHOXYCARBONYL-ETHYL)-AMINO]-PROPIONIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[BENZYL-(2-METHOXYCARBONYL-ETHYL)-AMINO]-PROPIONIC ACID METHYL ESTER(793-19-1)
• EPA Substance Registry System: 3-[BENZYL-(2-METHOXYCARBONYL-ETHYL)-AMINO]-PROPIONIC ACID METHYL ESTER(793-19-1)

Safety Data

• Hazardous Substances Data: 793-19-1(Hazardous Substances Data)

Usage

Synthesis

A neat mixture of methyl acrylate 129 (63 ml, 0.70 mol) and BnNH2 130 (25 g, 0.23 mol) was refluxed in the presence of Et3N (65 ml, 0.46 mol) overnight. Excess methyl acrylate was distilled off, the residue was taken in EtOAc and washed with water, brine, dried over anhydrous Na2SO4 and filtered. Solvent removed under reduced pressure. The resultant oil was chromatographed over silica gel using EtOAc-pet ether to furnish Michael adduct 131 as a yellow oil (58.67 g).

Uses

3-[Benzyl-(2-methoxycarbonylethyl)amino]propionic Acid Methyl Ester is used in preparation of substituted Phenyloxazolidinones as antimicrobial agents for treating antimicrobial.

Upstream product

• 292638-85-8 acrylic acid methyl ester 
• 100-46-9 benzylamine 
• 110-89-4 piperidine 
• 110-91-8 morpholine 
• 70-55-3 toluene-4-sulfonamide 
• 141-97-9 ethyl acetoacetate 
• 3395-91-3 Methyl 3-bromopropionate 
• 37488-40-7 benzylamine hydrobromide 
• 100-44-7 benzyl chloride 

Downstream Products

• 57611-47-9 1-benzyl-4-oxo-piperidine-3-carboxylic acid methyl ester 
• 3939-01-3 methyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride 
• 5279-23-2 3,3‘-(benzylazanediyl)bis(propan-1-ol) 
• 3612-20-2 1-phenylmethyl-4-piperidone 
• 955998-64-8 methyl 1-benzyl-4-hydroxypiperidine-3-carboxylate 
• 955998-65-9 methyl 4-(4-fluorophenyl)-1,4,5,6-tetrahydropyridine-3-carboxylate 
• 88928-69-2 1-benzyl-1,2,5,6-tetrahydro-pyridine-3-carboxylic acid methyl ester 
• 252056-58-9 dimethyl 4-(4-fluorophenyl)-1,4,5,6-tetrahydropyridine-1,3-dicarboxylate 
• 937738-85-7 C₂₃H₂₉N₃O₂ 

Relevant articles and documents

Design and synthesis of tetrahydropyridopyrimidine derivatives as dual GPR119 and DPP-4 modulators

Based on the approach of merged pharmacophores of GPR119 agonists and DPP-4 inhibitors, a series of tetrahydropyridopyrimidine compounds were designed as dual GPR119 and DPP-4 modulators with hypoglycemic activity. Seven fragments extracted from DPP-4 inhibitors were hybridized with the scaffold of tetrahydropyridopyrimidine. Among them, compound 51 displayed most potent GPR119 agonistic activity (EC50 = 8.7 nM) and good inhibition rate of 74.5% against DPP-4 at 10 μM. Furthermore, the blood glucose AUC0-2h of 51 was reduced to 19.5% in the oral glucose tolerance test (oGTT) at the dose of 30 mg/kg in C57BL/6N mice, which was more potent than that of vildagliptin (16.4%) at the same dose. The docking study of compound 51 with DPP-4 indicated GPR119 agonists could inhibit DPP-4 to serve as dual GPR119 and DPP-4 modulators.

Cultivation of a Cu/HMPC catalyst from a hyperaccumulating mustard plant for highly efficient and selective coupling reactions under mild conditions

Cu-containing activated carbon (eco-catalyst, Cu/HMPC, where 'C' defines 'carbon') was derived from a metal-hyperaccumulating mustard plant (HMP) by a simple chemical activation method. Transmission electron microscopy/selected area diffraction (HRTEM/SAED) results revealed that the Cu/HMPC has mainly three types of morphology [sheet-like morphology (2D), hollow-spheres (3D) and needle-like structures (1D)] which are interconnected. HRTEM-SAED, Raman and X-ray photoelectron spectroscopy (XPS) results confirmed the existence of Cu oxide species in Cu/HMPC. Content of Cu in Cu/HMPC was determined to be 1.03 wt%. The quality of graphitization in Cu/HMPC was discussed by using Raman and XRD results. The BET surface area of Cu/HMPC was determined to be 620.8 m2 g-1. The Cu/HMPC actively transformed a wide range of amines to imines under very mild reaction conditions. The catalyst Cu/HMPC gave products in excellent yields (98-61%) with very high TON/TOF values (1512/339-833/35 h-1). To the best of our knowledge, this is the most efficient Cu-based heterogeneous eco-catalyst for the synthesis of imines among those reported to date. The Cu can be recovered from used Cu/HMPC by a simple HCl treatment. Versatility, heterogeneity and reusability of Cu/HMPC were tested. A possible mechanism has been proposed.

SUBSTITUTED PHENYLOXAZOLIDINONES FOR ANTIMICROBIAL THERAPY

The present invention relates to novel oxazolidinones (Formula I): or a pharmaceutically acceptable salt having ring A characterized by N-containing monocyclic, bicyclic or spirocyclic substituents, to their preparation, and to their use as drugs for treating Mycobacterium tuberculosis and other microbial infections, either alone or in combination with other anti-infective treatments.