Methyl 2-acetamidoacrylate

Cat.No ACM35356708-1

Basic Information Description Application Features And Benefits

CAS	35356-70-8
Catalog Number	ACM35356708-1
Synonyms	2-ACETAMIDOACRYLIC ACID METHYL ESTER;METHYL 2-ACETAMIDOACRYLATE;Ac-DL-Dha-OMe~2-Acetamidoacrylic acid methyl ester~N-Acetyldehydroalanine methyl ester;2-ACETAMIDOACRYLIC ACID METHYL ESTER 95+%;ac-dl-dha-ome;2-Acetylaminoacrylic acid methyl ester;Methyl 2-
Molecular Weight	143.14
Molecular Formula	H2C=C(NHCOCH3)CO2CH3
Canonical SMILES	COC(=O)C(=C)NC(C)=O
InChI	1S/C6H9NO3/c1-4(6(9)10-3)7-5(2)8/h1H2,2-3H3,(H,7,8)
InChI Key	SMWNFFKPVLVOQQ-UHFFFAOYSA-N
Boiling Point	104 °C/8 mmHg (lit.)
Melting Point	50-52 °C (lit.)
Assay	98%
MDL Number	MFCD00013394
Packaging	Packaging 1, 5 g in glass bottle
PubChem ID	24859082
Quality Level	100

Description Conjugated addition of secondary amines, imidazole and pyrazole to methyl 2 methyl 2-acetamidoacrylate in the presence of a catalyst results in the formation of β-Dialkylamino-α-alanine and β-(N-heteroaryl)-α-alanine derivatives. Methyl-2-acetamidoacrylate (M2AA) is an anti-inflammatory agent. The catalytic reaction of methyl 2-acetamidoacrylate with Grignard's reagents affords α-amino esters. M2AA can form thermosensitive copolymers with methyl acrylate. Methyl ester of 2-acetamidoacrylate . methyl 2-acetamidoacrylate (Me-2-AA) is a di-unsaturated α-amino acid derivative. methyl-2-acetamidoacrylate exihibits anti -inflammatory properties, it is very effective against lipopolysaccharide (LPS)- induced nitric oxide production by RAW 264.

Application Methyl 2-acetamidoacrylate can undergo [2+2] cycloaddition (Michael-Dieckmann-type reaction) with ketene diethyl acetal to yield the cyclobutane core. It may be used in rhodium-catalyzed 2-alkenylpyrrole formation.

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