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Methyl 2-acetamidoacrylate, 99% - CAS 35356-70-8 - Formula C6H9NO3


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L10049
Methyl 2-acetamidoacrylate, 99%

CAS: 35356-70-8 MDL: MFCD00013394  
Not regulated for shipping
Alternate Name: Ac-DL-Dha-OMe
2-Acetamidoacrylic acid methyl ester

 

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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).


Other References

Beilstein: 1812208
Harmonized Tariff Code:   2924.29

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

Risk & Safety

Risk Phrases: 36/37/38
Irritating to eyes, respiratory system and skin.
Safety Phrases: 26-37
In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Wear suitable gloves.
Irritant
TSCA: No