56633-72-8

Basic information

• Product Name: 2-Pyrrolidineacetic acid, 1-[(phenylmethoxy)carbonyl]-, methyl ester, (2S)-
• CAS NO: 56633-72-8
• Molecular Formula: C15H19NO4
• Molecular Weight: 277.32
• Mol File: 56633-72-8.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 2-Pyrrolidineacetic acid, 1-[(phenylmethoxy)carbonyl]-, methyl ester, (2S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyrrolidineacetic acid, 1-[(phenylmethoxy)carbonyl]-, methyl ester, (2S)-(56633-72-8)
• EPA Substance Registry System: 2-Pyrrolidineacetic acid, 1-[(phenylmethoxy)carbonyl]-, methyl ester, (2S)-(56633-72-8)

Safety Data

• Hazardous Substances Data: 56633-72-8(Hazardous Substances Data)

Usage

General Description

2-Pyrrolidineacetic acid, 1-[(phenylmethoxy)carbonyl]-, methyl ester, (2S)- is a chemical compound that belongs to the category of pyrrolidine derivatives. It is commonly used in the field of medicine and pharmacology for its potential therapeutic properties. 2-Pyrrolidineacetic acid, 1-[(phenylmethoxy)carbonyl]-, methyl ester, (2S)- is typically synthesized as a methyl ester and exists in its (2S) stereoisomeric form. Its structural components include a pyrrolidine ring, an acetic acid group, and a phenylmethoxycarbonyl moiety. The presence of the (2S) configuration signifies that the compound has a specific spatial arrangement of its functional groups. Due to its chemical structure and stereochemistry, this compound may exhibit specific bioactivity and interactions with biological targets, making it a valuable compound for research and drug development.

Upstream product

• 67-56-1 methanol 
• 56633-71-7 2-(S)-(2-diazo-1-oxoethyl)pyrrolidine-1-carboxylic acid benzyl ester 
• 1148-11-4 N-Benzyloxycarbonyl-L-proline 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 86136-88-1 pent-4-enylcarbamic acid benzyl ester 
• 501-53-1 benzyl chloroformate 
• 22537-07-1 4-pentenyl-1-amine 
• 61350-60-5 (S)-benzyloxycarbonyl-proline acid chloride 
• 1148-11-4 N-carbobenzyloxyproline 
• 609-36-9 rac-Pro-OH 

Downstream Products

• 111704-98-4 2-pyrrolidineacetic acid methyl ester 
• 273223-58-8 methyl 1-carbobenzyloxy-2S-pyrrolidinyl-αS-hydroxyacetate 
• 273223-49-7 methyl 1-carbobenzyloxy-2S-pyrrolidinyl-αS-azidoacetate 
• 273223-59-9 methyl 1-carbobenzyloxy-2S-pyrrolidinyl-αR-azidoacetate 
• 61810-78-4 (-)-2-((S)-1-methylpyrrolidin-2-yl)ethanol 
• 53912-83-7 [(2S)-pyrrolidin-2-yl]acetic acid methyl ester 
• 53912-82-6 (S)-methyl-2-[(N-(benzyl)pyrrolidin-2-yl)]acetate 

Relevant articles and documents

Asymmetric "clip-Cycle" Synthesis of Pyrrolidines and Spiropyrrolidines

The development of an asymmetric "clip-cycle"synthesis of 2,2- and 3,3-disubstituted pyrrolidines and spiropyrrolidines, which are increasingly important scaffolds in drug discovery programs, is reported. Cbz-protected bis-homoallylic amines were activate

Access to Enantio-enriched Substituted α-Trifluoromethyl Azepanes from l -Proline

4-Substituted α-trifluoromethyl azepanes C were synthesized via the ring expansion of trifluoromethyl pyrrolidines A, which were synthesized from l-proline via a regioselective ring-opening of a bicyclic azetidinium intermediate B by various nucleophiles.

Structure-antiproliferative activity studies on l-proline- and homoproline-4-: N -pyrrolidine-3-thiosemicarbazone hybrids and their nickel(II), palladium(II) and copper(II) complexes

Two water-soluble thiosemicarbazone-proline (H2L1) and thiosemicarbazone-homoproline hybrids (H2L2) were synthesised. By reaction of H2L1 with NiCl2·6H2O, PdCl2 and CuCl2·2H2O in ethanol, the series of square-planar complexes [Ni(H2L1)Cl]Cl·1.3H2O (1·1.3H2O), [Pd(H2L1)Cl]Cl·H2O (2·H2O) and [Cu(H2L1)Cl]Cl·0.7H2O (3·0.7H2O) was prepared, and starting from H2L2 and CuCl2·2H2O in methanol, the complex [Cu(H2L2)Cl2]·H2O (4·H2O) was obtained. The compounds have been characterised by elemental analysis, spectroscopic methods (IR, UV-vis and NMR spectroscopy), ESI mass spectrometry and single crystal X-ray crystallography (H2L1, 1, 2 and 4). As a solid, 1 is diamagnetic, while it is paramagnetic in methanolic solution. The effective magnetic moment of 3.26 B.M. at room temperature indicates the change in coordination geometry from square-planar to octahedral upon dissolution. The in vitro anticancer potency of ligand precursors H2L1 and H2L2 and metal complexes 1-4 was studied in three human cancer cell lines (A549, CH1 and SW480) and in noncancerous murine embryonal fibroblasts (NIH/3T3), and the mechanism of cell death was also assayed by flow cytometry. Clear-cut structure-activity relationships have been established. The metal ions exert marked effects in a divergent manner: copper(ii) increases, whereas nickel(ii) and palladium(ii) decrease the cytotoxicity of the hybrids. The antiproliferative activity of H2L1 and metal complexes 1-3 decreases in all three tumour cell lines in the following rank order: 3 > H2L1 > 1 > 2. The role of square-planar geometry in the underlying mechanism of cytotoxicity of the metal complexes studied seems to be negligible, while structural modifications at the terminal amino group of thiosemicarbazide and proline moieties are significant for enhancing the antiproliferative activity of both hybrids and copper(ii) complexes.