DL-3-Amino-3-(2-naphthyl)propionic acid Chemical Properties

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

Appearance

White to off-white Solid

Safety Information

HS Code 

2922498590

DL-3-Amino-3-(2-naphthyl)propionic acid Usage And Synthesis

Synthesis

The general procedure for the synthesis of 3-amino-3-(2-naphthalenyl)propionic acid from malonic acid and 2-naphthaldehyde was as follows: a mixture of 2.40 g of 2-naphthaldehyde (1-15 mmol), 2.44 g of malonic acid, and 3.54 g of ammonium acetate (molar ratio 1:1.1:2.3) was dissolved in 200 mL of 1-butanol, and the reaction was carried out at reflux for 1.5-2 hr, until the cessation of the release of carbon dioxide gas. Upon completion of the reaction, the precipitate formed was filtered and washed sequentially with boiling 1-butanol (2 x 50 mL), boiling ethanol (2 x 50 mL) and 100 mL of water. The precipitate was dried at 80-100°C for 8-10 hours. The purity of the product was checked by thin layer chromatography (TLC) and the reaction yield was about 65-80%.

References

[1] European Journal of Medicinal Chemistry, 2018, vol. 156, p. 252 - 268
[2] Chemistry - A European Journal, 2006, vol. 12, # 7, p. 1855 - 1874
[3] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1952, p. 113,116
[4] Chem.Abstr., 1953, p. 2157
[5] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1952, p. 113,116

DL-3-Amino-3-(2-naphthyl)propionic acid(129042-57-5)Related Product Information

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• (R)-3-Amino-3-(2-naphthyl)-propionic acid
• Boc-(R,S)-3-amino-3-(2-naphthyl)-proponic acid