402938-21-0

Basic information

• Product Name: 2-Butenoic acid, 4-[[(1,1-dimethylethoxy)carbonyl]methylamino]-3-phenyl-, methyl ester, (2Z)-
• CAS NO: 402938-21-0
• Molecular Formula: C17H23NO4
• Molecular Weight: 305.374
• Mol File: 402938-21-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-Butenoic acid, 4-[[(1,1-dimethylethoxy)carbonyl]methylamino]-3-phenyl-, methyl ester, (2Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Butenoic acid, 4-[[(1,1-dimethylethoxy)carbonyl]methylamino]-3-phenyl-, methyl ester, (2Z)-(402938-21-0)
• EPA Substance Registry System: 2-Butenoic acid, 4-[[(1,1-dimethylethoxy)carbonyl]methylamino]-3-phenyl-, methyl ester, (2Z)-(402938-21-0)

Safety Data

• Hazardous Substances Data: 402938-21-0(Hazardous Substances Data)

Upstream product

• 7541-17-5 tert-butyl N,N-dimethylcarbamate 
• 154026-89-8 (Z)-methyl 3-iodo-3-phenyl-propenoate 
• 1105662-87-0 tert-butyl 3-(2-methoxy-2-oxo-ethylidene)azetidine-1-carboxylate 
• 98-80-6 phenylboronic acid 
• 398489-26-4 tert-butyl 3-oxoazetidine-1-carboxylate 
• 536-74-3 phenylacetylene 
• 4891-38-7 phenylpropynoic acid methyl ester 

Downstream Products

• 55164-54-0 1,5-dihydro-1-methyl-4-phenyl-2H-pyrrol-2-one 

Relevant articles and documents

Rhodium catalyzed C-C bond cleavage/coupling of 2-(azetidin-3-ylidene)acetates and analogs

The C-C bond cleavage/coupling of 2-(azetidin-3-ylidene)acetates with aryl boronic acids catalyzed by a rhodium complex was studied with a "conjugate addition/β-C cleavage/protonation" strategy.

Conjugate addition reactions of α-aminoalkylcuprates with α,β-alkenyl-, α,β-alkynyl-, α,β-allenyl-, and α,β-γ,δ-dienyl carboxylic acid derivatives, nitriles, and sulfoxides

α-Aminoalkylcuprates prepared from α-lithio carbamates and CuCN·2LiCl participate in 1,4-addition reactions with α,β-unsaturated esters, thiol esters, imides, and nitriles in poor to excellent yields depending upon the electron-withdrawing substituent and the substitution pattern of the unsaturated substrate. These reagents also undergo conjugate addition reactions with α,β-alkynyl esters, sulfoxides, and nitriles and with α,β-β,γ-unsaturated allenyl esters. Excellent stereocontrol is achieved in the conjugate additions of α-aminoalkylcuprates to the allenyl esters, while poor stereoselectivity results in the conjugate additions to the alkynyl derivatives. Deprotection and cyclization of the alkynyl adducts affords pyrrolin-2-ones, while similar treatment of the allenyl adducts affords 4-alkylidine- pyrrolidin-2-ones and pyrrolizidinones.