201045-74-1

Basic information

• Product Name: Acetic acid (Z)-4-[benzyl-(2-chloro-acetyl)-amino]-but-2-enyl ester
• Synonyms: Acetic acid (Z)-4-[benzyl-(2-chloro-acetyl)-amino]-but-2-enyl ester
• CAS NO: 201045-74-1
• Molecular Weight: 295.766
• Mol File: 201045-74-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Acetic acid (Z)-4-[benzyl-(2-chloro-acetyl)-amino]-but-2-enyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid (Z)-4-[benzyl-(2-chloro-acetyl)-amino]-but-2-enyl ester(201045-74-1)
• EPA Substance Registry System: Acetic acid (Z)-4-[benzyl-(2-chloro-acetyl)-amino]-but-2-enyl ester(201045-74-1)

Safety Data

• Hazardous Substances Data: 201045-74-1(Hazardous Substances Data)

Upstream product

• 79-04-9 chloroacetyl chloride 
• 130892-15-8 (Z)-4-benzylaminobut-2-enyl acetate 
• 100-46-9 benzylamine 
• 55613-61-1 (Z)-4-chlorobut-2-en-1-yl acetate 
• 64196-68-5 (Z)-4-acetoxy-2-buten-1-ol 

Relevant articles and documents

A new palladium-catalyzed intramolecular allylation to pyrrolidin-2- ones

A novel palladium(0)-catalyzed cyclization to 3,4-disubstituted pyrrolidin-2-ones has been developed. The new approach relies upon the concomitant generation of stabilized acetamide enolate anions and of a π- allyl-palladium appendage, properly tethered by a nitrogen atom. Reaction conditions have been optimized for the methoxycarbonyl-stabilized model reaction [(Z)-2 → 3] and then applied to other substrates. A broad range of acetamide anion stabilizers was shown to allow the desired intramolecular C- C bond formation (MeO2C, MeCO, NC, (EtO)2PO, PhSO2). The cyclizations gave exclusively 5-exo-trig ring closure, thereby affording γ-lactams. All the cyclizations gave the corresponding 3,4-disubstituted pyrrolidin-2-ones with total diastereoselection. Complete trans preference was unequivocally demonstrated for the model reaction via a NOESY experiment.