65638-76-8

Basic information

• Product Name: 2-Propenoic acid, 2-[(2,2-dimethyl-1-oxopropyl)amino]-3-phenyl-, methyl ester, (2Z)-
• CAS NO: 65638-76-8
• Molecular Formula: C15H19NO3
• Molecular Weight: 261.321
• Mol File: 65638-76-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-Propenoic acid, 2-[(2,2-dimethyl-1-oxopropyl)amino]-3-phenyl-, methyl ester, (2Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenoic acid, 2-[(2,2-dimethyl-1-oxopropyl)amino]-3-phenyl-, methyl ester, (2Z)-(65638-76-8)
• EPA Substance Registry System: 2-Propenoic acid, 2-[(2,2-dimethyl-1-oxopropyl)amino]-3-phenyl-, methyl ester, (2Z)-(65638-76-8)

Safety Data

• Hazardous Substances Data: 65638-76-8(Hazardous Substances Data)

Usage

Structure

It is a methyl ester derivative of 2-propenoic acid with a 2,2-dimethyl-1-oxopropylamino substituent and a phenyl substituent at the 3-position.

Chemical Class

Enophthalmides and derivatives

Class Definition

Enophthalmides are compounds containing an enophthalmic acid or a derivative thereof resulting from reaction with an amine.

Applications

Wide range of potential applications in pharmaceuticals and materials science.

Upstream product

• 100-52-7 benzaldehyde 
• 3282-30-2 pivaloyl chloride 
• 124-41-4 sodium methylate 

Downstream Products

• 15030-76-9 (S)-methyl 3-phenyl-2-pivalamidopropanoate 

Relevant articles and documents

Nickel-Catalyzed Asymmetric Hydrogenation of 2-Amidoacrylates

Earth-abundant nickel, coordinated with a suitable chiral bisphosphine ligand, was found to be an efficient catalyst for the asymmetric hydrogenation of 2-amidoacrylates, affording the chiral α-amino acid esters in quantitative yields and excellent enantioselectivity (up to 96 % ee). The active catalyst component was studied by NMR and HRMS, which helped us to realize high catalytic efficiency on a gram scale with a low catalyst loading (S/C=2000). The hydrogenated products could be simply converted into chiral α-amino acids, β-amino alcohols, and their bioactive derivatives. Furthermore, the catalytic mechanism was investigated using deuterium-labeling experiments and computational calculations.