160848-10-2

Basic information

• Product Name: methyl 2-(N-benzyl-2,2-dichloroethanamido)propenoate
• Synonyms: methyl 2-(N-benzyl-2,2-dichloroethanamido)propenoate
• CAS NO: 160848-10-2
• Molecular Weight: 302.157
• Mol File: 160848-10-2.mol

Chemical Properties

• CAS DataBase Reference: methyl 2-(N-benzyl-2,2-dichloroethanamido)propenoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-(N-benzyl-2,2-dichloroethanamido)propenoate(160848-10-2)
• EPA Substance Registry System: methyl 2-(N-benzyl-2,2-dichloroethanamido)propenoate(160848-10-2)

Safety Data

• Hazardous Substances Data: 160848-10-2(Hazardous Substances Data)

Upstream product

• 79-36-7 dichloroacethyl chloride 
• 144001-42-3 methyl 2-(benzylamino)-3-hydroxypropanoate 
• 160848-03-3 methyl (2R,S)-2-(N-benzylamino)-3-(tert-butyldimethylsiloxy)propanoate 
• 283602-70-0 methyl 2-(N-benzyl-2,2-dichloroethanamido)-3-hydroxy propanoate 
• 283602-69-7 methyl 2-(N-benzyldichloroethanamido)-3-(tert-butyldimethylsiloxy)propanoate 

Downstream Products

• 103301-78-6 1-benzyl-5-oxo-pyrrolidine-2-carboxylic acid methyl ester 
• 92735-72-3 methyl (2R,S,4R,S)-(N-benzyl-4-chloro)pyroglutamate 
• 92735-72-3 methyl (2R,S,4S,R)-(N-benzyl-4-chloro)pyroglutamate 

Relevant articles and documents

A New and Efficient Preparation of α,β-Dehydroamino Acids

A new one-pot synthesis of dehydroamino acids has been developed by reaction of β-hydroxy-α-amino acids with dichloroacetyl chloride and a tertiary amine base.The reaction proceeds in 58-89percent yield.

A radical cyclisation approach to pyroglutamates

Treatment of serine-derived N-(α-haloacetamido)dehydroalanine derivatives with tributyltin hydride in boiling benzene or toluene afforded pyroglutamates in 47-84% yield. The radical cyclisation reaction, which proceeded regioselectively in a disfavoured 5

New Route to Pyroglutamates via α-Chloro Amide Radical Cyclisation

The tributyltin hydride mediated radical cyclisation of N-(α-chloroacetamido)dehydroalanine derivatives prepared from serine proceeds regioselectively to give pyroglutamates in 47-74percent yield-the cyclisation of the intermediate carbamoylmethyl radical proceeds in a 'disfavoured' 5-endo-trig-manner.