Methyl 2-acetamidoacrylate

• Catalog No.: L10049
• CAS Number: 35356-70-8
• M. F.: C6H9NO3
• M. W.: 143.14056
• Purity: 99%

SYNONYMS

• Title: 2-乙酰氨基丙烯酸甲酯
• IUPAC name: methyl 2-acetamidoprop-2-enoate
• IUPAC Traditional name: methyl 2-acetamidoprop-2-enoate
• Synonyms: Ac-DL-Dha-OMe; 2-Acetamidoacrylic acid methyl ester

DATABASE IDS

• Beilstein Number: 1812208
• MDL Number: MFCD00013394
• CAS Number: 35356-70-8

PROPERTIES

• Purity: 99%
• Boiling Point: 103-104°C/8mm
• Melting Point: 49-51°C
• GHS Hazard statements: H315-H319-H335
• European Hazard Symbols: Irritant (Xi)
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 否

REFERENCES

• Building block for amino acid synthesis.
• Heck coupling with 4-iodo-3,5-dimethylphenyl acetate, promoted by palladium acetate and Tri(o-tolyl)phosphine, A12093, is one of the key steps in a convenient asymmetric synthesis of the unnatural amino acid 2,6-dimethyl-L-tyrosine: Synthesis, 741 (1992).
• Asymmetric catalytic hydrogenation in supercritical carbon dioxide in the presence of a chiral rhodium catalyst gives the N-acetylalanine methyl ester in 99.5% ee: J. Am. Chem. Soc., 117, 8277 (1995).
• Undergoes rhodium-catalyzed addition with potassium organotrifluoroborates to give substituted alanine derivatives: Eur. J. Org. Chem., 69 (2004). In the presence of a Rh-BINAP catalyst, chiral amino acid derivaitives are formed with good ee: Angew. Chem. Int. Ed., 43, 719 (2004).