52141-94-3

Basic information

• Product Name: Glycine, N-[(4-methoxyphenyl)methylene]-, ethyl ester
• CAS NO: 52141-94-3
• Molecular Formula: C12H15NO3
• Molecular Weight: 221.256
• Mol File: 52141-94-3.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Glycine, N-[(4-methoxyphenyl)methylene]-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Glycine, N-[(4-methoxyphenyl)methylene]-, ethyl ester(52141-94-3)
• EPA Substance Registry System: Glycine, N-[(4-methoxyphenyl)methylene]-, ethyl ester(52141-94-3)

Safety Data

• Hazardous Substances Data: 52141-94-3(Hazardous Substances Data)

Upstream product

• 623-33-6 glycine ethyl ester hydrochloride 
• 584-08-7 potassium carbonate 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 1132768-99-0 1-ethoxycarbonylmethyl-4,5-bis-(4-methoxyphenyl)-1H-imidazole-2-carboxylic acid ethyl ester 
• 1179815-74-7 C₁₈H₂₃NO₇ 
• 1179815-69-0 C₁₈H₂₃NO₇ 
• 1443278-02-1 ethyl (1S,3R,3aS,6aR)-4,6-dioxo-3-(p-methoxyphenyl)-5-phenyloctahydropyrrole[3,4-c]pyrrole-1-carboxylate 
• 1610827-54-7 C₂₇H₃₉NO₆ 
• 1610827-55-8 C₂₇H₃₉NO₆ 
• 1610827-56-9 C₂₇H₃₉NO₆ 
• 1610827-57-0 C₁₉H₃₃NO₅ 
• 1610827-73-0 C₂₇H₃₉NO₆ 
• 1610827-74-1 C₂₇H₃₉NO₆ 

Relevant articles and documents

Tandem nucleophilic addition-cycloaddition of arynes with α-iminoesters: Two concurrent pathways to imidazolidines

The tandem nucleophilic addition-cycloaddition reaction has been developed for the synthesis of functionalized imidazolidine derivatives. A variety of α-iminoesters and aryne precursors were well tolerated under the mild reaction conditions. This asymmetric cycloaddition afforded imidazolidine derivatives with high yields, complete regioselectivities, and excellent diastereo- and enantioselectivities. Aryne-induced ylides working as 1,3-dipoles for asymmetric cycloaddition are the notable feature of the present reaction. In the tandem reaction, the [3+2] cycloaddition of aryne-induced ylides with metallized α-iminoesters and metal-catalyzed [3+2] cycloaddition of azomethine ylide with α-iminoesters are two concurrent pathways to imidazolidines.

Ligand-Controlled Diastereoselective 1,3-Dipolar Cycloadditions of Azomethine Ylides with Methacrylonitrile

Copper-catalyzed reactions of glycine ester arylimines and methacrylonitrile provide selective access to either the endo or exo pyrrolidine cycloadducts. DFT calculations have elucidated the origins of ligand-controlled diastereoselectivity.

Tricyclic analogues of epidithiodioxopiperazine alkaloids with promising in vitro and in vivo antitumor activity

Epipolythiodioxopiperazine (ETP) alkaloids are structurally elaborate alkaloids that show potent antitumor activity. However, their high toxicity and demonstrated interactions with various biological receptors compromises their therapeutic potential. In an effort to mitigate these disadvantages, a short stereocontrolled construction of tricyclic analogues of epidithiodioxopiperazine alkaloids was developed. Evaluation of a small library of such structures against two invasive cancer cell lines defined initial structure-activity relationships (SAR), which identified 1,4-dioxohexahydro-6H-3,8a-epidithiopyrrolo[1,2-a]pyrazine 3c and related structures as particularly promising antitumor agents. ETP alkaloid analogue 3c exhibits low nanomolar activity against both solid and blood tumors in vitro. In addition, 3c significantly suppresses tumor growth in mouse xenograft models of melanoma and lung cancer, without obvious signs of toxicity, following either intraperitoneal (IP) or oral administration. The short synthesis of molecules in this series will enable future mechanistic and translational studies of these structurally novel and highly promising clinical antitumor candidates.