L10049

Methyl 2-acetamidoacrylate, 99%

CAS Number 35356-70-8 Synonyms
  • Ac-DL-Dha-OMe
  • 2-Acetamidoacrylic acid methyl ester
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Methyl 2-acetamidoacrylate, 99%

MDL: MFCD00013394

Chemical Properties

Formula: C6H9NO3  Melting point: 49-51°
Formula weight: 143.14  Boiling point: 103-104°/8mm

Literature 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).

GHS Hazard and Precautionary Statements

Hazard Statements : H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements : P261-P280-P305+P351+P338-P304+P340-P405-P501A

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Harmful or Irritant

Other References

Beilstein: 1812208
Harmonized Tariff Code: 2924.29
TSCA: No
Methyl 2-acetamidoacrylate, 99% - CAS 35356-70-8 - Formula C6H9NO3

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