103550-85-2

Basic information

• Product Name: 4-Pentenoic acid, 2-[(diphenylmethylene)amino]-, methyl ester
• CAS NO: 103550-85-2
• Molecular Formula: C19H19NO2
• Molecular Weight: 293.365
• Mol File: 103550-85-2.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 4-Pentenoic acid, 2-[(diphenylmethylene)amino]-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Pentenoic acid, 2-[(diphenylmethylene)amino]-, methyl ester(103550-85-2)
• EPA Substance Registry System: 4-Pentenoic acid, 2-[(diphenylmethylene)amino]-, methyl ester(103550-85-2)

Safety Data

• Hazardous Substances Data: 103550-85-2(Hazardous Substances Data)

Upstream product

• 1469-70-1 allyl ethyl carbonate 
• 81167-39-7 methyl N-(diphenylmethylene)glycinate 
• 167904-79-2 methyl (R,S)-2-(N-diphenylmethylidene)aminopent-4-ynoate 
• 106-95-6 allyl bromide 
• 173201-94-0 methyl N-(diphenylmethyl)iminoacetate 
• 1013-88-3 Benzophenone imine 
• 91-00-9 Benzhydrylamine 
• 67-56-1 methanol 
• 4530-20-5 BOC-glycine 
• 4659-45-4 2,6-Dichlorobenzoyl chloride 

Downstream Products

• 115289-55-9 methyl DL-2-amino-4-pentenoate hydrochloride 

Relevant articles and documents

Poly(ethylene glycol) as solvent and polymer support in the microwave assisted parallel synthesis of aminoacid derivatives

A Schiff base protected glycine supported on a soluble polymer such as poly(ethylene glycol) reacted readily with various electrophiles in the presence of an inorganic base under microwave activation. It was shown in this study that the polymer support also serves as solvent in these reactions. Various α-aminoacids derivatives could be synthesized using this method. (C) 2000 Elsevier Science Ltd.

Enantioenriched α-substituted glutamates/pyroglutamates via enantioselective cyclopropenimine-catalyzed Michael addition of amino ester imines

A procedure for the enantioselective synthesis of α-substituted glutamates and pyroglutamates via a cyclopropenimine-catalyzed Michael addition of amino ester imines is described. Enantioselectivities of up to 94% have been achieved, and a variety of functional groups were found to be compatible. The impact of the catalyst structure and imine substitution is discussed. Compared to other methods, this protocol allows for a broader and more enantioselective access to pyroglutamate derivatives.

A new method for the preparation of functionalized unnatural α-H-α-amino acid derivatives

A new method for the preparation of α-H-α-amino acids is reported based on the α-alkylation of iminoacetic acid esters or amides. These imines are readily available by the reaction of glyoxylic acid esters with branched primary amines. The subsequent reaction with methanolic ammonia gave the corresponding iminoacetic acid amides. α-Alkylation of these imines with various electrophiles under basic conditions, followed by an acidic hydrolysis, gave α-amino acids, esters, or amides in up to 93% yield. α-Alkylation under chiral PTC conditions resulted in mono-alkylated amino acids with 90% ee.