142696-32-0

Basic information

• Product Name: 2-Propenoic acid, 3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-[[(phenylmethoxy)carbonyl]amino]-, methyl ester, (Z)-
• CAS NO: 142696-32-0
• Molecular Formula: C17H21NO6
• Molecular Weight: 335.357
• Mol File: 142696-32-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-Propenoic acid, 3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-[[(phenylmethoxy)carbonyl]amino]-, methyl ester, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenoic acid, 3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-[[(phenylmethoxy)carbonyl]amino]-, methyl ester, (Z)-(142696-32-0)
• EPA Substance Registry System: 2-Propenoic acid, 3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-[[(phenylmethoxy)carbonyl]amino]-, methyl ester, (Z)-(142696-32-0)

Safety Data

• Hazardous Substances Data: 142696-32-0(Hazardous Substances Data)

Upstream product

• 100945-15-1 N-(benzyloxycarbonyl)phosphonoglycine trimethyl ester 
• 22323-80-4 (4S)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde 
• 5736-03-8 (d,l) isopropylidene glyceraldehyde 

Downstream Products

• 132970-41-3 (R)-2-Benzyloxycarbonylamino-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid methyl ester 
• 132970-40-2 (S)-2-Benzyloxycarbonylamino-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid methyl ester 

Relevant articles and documents

Diastereoselective formation of (Z)-didehydroamino acid esters

The rearrangement of (E)-didehydroamino acid derivatives to the corresponding Z-derivatives under acid or basic catalysis as well as under the influence of radicals has been investigated. The condensation of N-benzyloxycarbonyl or N-tert-butoxycarbonyl protected alkyl 2-amino-2-(dimethoxyphosphoryl)acetates with aldehydes or ketones in dichloromethane in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene furnishes (Z)-didehydroamino acid ester derivatives diastereoselectively in excellent yields and with high purity.