101402-37-3

Basic information

• Product Name: 2H-Pyrrole-3,4-dicarboxylic acid, 3,4-dihydro-5-phenyl-, dimethyl ester, (3R,4R)-rel-
• CAS NO: 101402-37-3
• Molecular Formula: C14H15NO4
• Molecular Weight: 261.277
• Mol File: 101402-37-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2H-Pyrrole-3,4-dicarboxylic acid, 3,4-dihydro-5-phenyl-, dimethyl ester, (3R,4R)-rel-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Pyrrole-3,4-dicarboxylic acid, 3,4-dihydro-5-phenyl-, dimethyl ester, (3R,4R)-rel-(101402-37-3)
• EPA Substance Registry System: 2H-Pyrrole-3,4-dicarboxylic acid, 3,4-dihydro-5-phenyl-, dimethyl ester, (3R,4R)-rel-(101402-37-3)

Safety Data

• Hazardous Substances Data: 101402-37-3(Hazardous Substances Data)

Upstream product

• 624-48-6 dimethyl cis-but-2-ene-1,4-dioate 
• 103738-73-4 N-<1-(methylthio)benzylidene>-1-(trimethylsilyl)methylamine 
• 71572-22-0 N-[(trimethylsilyl)methyl]benzamide 
• 624-49-7 dimethylfumarate 
• 101402-29-3 N-<(trimethylsilyl)methyl>thiobenzamide 
• 100-58-3 phenylmagnesium bromide 
• 591-51-5 phenyllithium 
• 101402-19-1 N-Phenyl-N'-trimethylsilanylmethyl-benzamidine 
• 101402-19-1 N-Phenyl-N'-trimethylsilanylmethyl-benzamidine 

Relevant articles and documents

Unprecedented 1,4-stannatropy: Effective generation of azomethine ylides as nitrile ylide equivalents from N-(stannylmethyl)thioamides

Generation and cycloaddition of less- or non-stabilized azomethine ylides, or nitrile ylide equivalents, via unprecedented 1,4-stannatropy of N-(tributylstannylmethyl)thioamides were achieved. The reactions with dipolarophiles, such as electron-deficient alkenes and alkynes, afforded corresponding pyrrolidine and pyrrole derivatives effectively. The Royal Society of Chemistry 2006.

A New and General Route to N-Protonated Azomethine Ylides from N-(Silylmethyl)amidines and -thioamides. Cycloaddition of Synthetic Equivalents of Nitrile Ylides

The N- or S-alkylation or -silylation of N-(silylmethyl)amidines or -thioamides and the subsequent desilylation of the silylmethyl group generate N-protonated azomethine ylides bearing a leaving group.These azomethine ylides undergo successful cycloaddition with electron-deficient olefins, acetylenes, and aldehydes.As the leaving group is eliminated under the reaction conditions, these azomethine ylides can be synthetic equivalents of nonstabilized nitrile ylides which are otherwise relatively inaccessible.

N-PROTONATED AZOMETHINE YLIDES WITH A LEAVING GROUP AS SYNTHETIC EQUIVALENTS FOR NONSTABILIZED NITRILE YLIDES

Through alkylation or silylation and then desilylation steps, N-(silylmethyl)amidines generate N-protonated azomethine ylides which cycloadd to olefins, acetylenes, and aldehydes giving 1- or 2-pyrrolines, pyrroles, and 2-oxazolines, respectively, after the elimination of N-substituted anilines.With this sequence, the amidines are useful synthetic equivalents of nonstabilized nitrile ylides.