226900-42-1

Basic information

• Product Name: Glutamic acid, N-(diphenylmethylene)-, 1,1-dimethylethyl methyl ester
• CAS NO: 226900-42-1
• Molecular Formula: C23H27NO4
• Molecular Weight: 381.472
• Mol File: 226900-42-1.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Glutamic acid, N-(diphenylmethylene)-, 1,1-dimethylethyl methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Glutamic acid, N-(diphenylmethylene)-, 1,1-dimethylethyl methyl ester(226900-42-1)
• EPA Substance Registry System: Glutamic acid, N-(diphenylmethylene)-, 1,1-dimethylethyl methyl ester(226900-42-1)

Safety Data

• Hazardous Substances Data: 226900-42-1(Hazardous Substances Data)

Upstream product

• 81477-94-3 N-(diphenylmethylene)glycine tert-butyl ester 
• 292638-85-8 acrylic acid methyl ester 

Downstream Products

• 6893-26-1 D-Glutamic acid 
• 56-86-0 L-glutamic acid 
• 79640-72-5 L-glutamic acid 1-tert-butyl ester 5-methyl ester 

Relevant articles and documents

Catalytic Stereoselective 1,4-Addition Reactions Using CsF on Alumina as a Solid Base: Continuous-Flow Synthesis of Glutamic Acid Derivatives

A novel methodology using CsF?Al2O3 as a highly efficient, environmentally benign, and reusable solid-base catalyst was developed to synthesize glutamic acid derivatives by stereoselective 1,4-addition of glycine derivatives to α,β-unsaturated esters. CsF?Al2O3 showed not only great selectivity toward 1,4-addtion reactions by suppressing the undesired formation of pyrrolidine derivations by [3+2] cycloadditions, but also offered high yields for the 1,4-adduct with excellent anti diastereoselectivities. The catalyst was well characterized by using XRD, 19F MAS-NMR and 19F NMR spectroscopy, FT-IR, CO2-TPD, and XPS. And highly basic F from Cs3AlF6 was identified as the most probable active basic site for the 1,4-addition reactions. Continuous-flow synthesis of 3-methyl glutamic acid derivative was successfully demonstrated by using this solid-base catalysis.

Efficient Synthesis of 11C-Acrylesters, 11C-Acrylamides and Their Application in Michael Addition Reactions for PET Tracer Development

Here we present a new Michael addition reaction utilizing carbon-11 labeled acrylic esters and amides. Subsequently, reactions of these synthons with commercially available Schiff base precursors are performed to produce [11C]glutamate and [11C]glutamine. This methodology is especially useful for the development of positron emission tomography (PET) imaging agents as it offers a new array of potential carbon-11 labeled compounds with this original 11C–C bond forming strategy.

Structure-activity relationship studies of cyclopropenimines as enantioselective Bronsted base catalysts

We recently demonstrated that chiral cyclopropenimines are viable Bronsted base catalysts in enantioselective Michael and Mannich reactions. Herein, we describe a series of structure-activity relationship studies that provide an enhanced understanding of the effectiveness of certain cyclopropenimines as enantioselective Bronsted base catalysts. These studies underscore the crucial importance of dicyclohexylamino substituents in mediating both reaction rate and enantioselectivity. In addition, an unusual catalyst CH...O interaction, which provides both ground state and transition state organization, is discussed. Cyclopropenimine stability studies have led to the identification of new catalysts with greatly improved stability. Finally, additional demonstrations of substrate scope and current limitations are provided herein.