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ChemicalBook--->CAS DataBase List--->129042-57-5

129042-57-5

129042-57-5 Structure

129042-57-5 Structure
IdentificationBack Directory
[Name]

DL-3-Amino-3-(2-naphthyl)propionic acid
[CAS]

129042-57-5
[Synonyms]

DL-3-AMino-3-(2-naphthyl)propionic
3-AMino-3-(2-naphthyl)propionic acid
DL-3-Amino-3-(2-phthyl)propionic acid
2-Naphthalenepropanoic acid, β-amino-
3-amino-3-(2-naphthalenyl)propanoic acid
DL-3-Amino-3-(2-naphthyl)-propionic acid 
3-Amino-3-(naphthalen-2-yl)propanoic acid
(RS)-3-Amino-3-(2-naphthyl)-propionic acid
[Molecular Formula]

C13H13NO2
[MDL Number]

MFCD01871322
[MOL File]

129042-57-5.mol
[Molecular Weight]

215.25
Chemical PropertiesBack Directory
[storage temp. ]

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

White to off-white Solid
Safety DataBack Directory
[HS Code ]

2922498590
Spectrum DetailBack Directory
[Spectrum Detail]

DL-3-Amino-3-(2-naphthyl)propionic acid(129042-57-5)1HNMR
Hazard InformationBack Directory
[Synthesis]

Malonic acid

141-82-2

2-Naphthaldehyde

66-99-9

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

129042-57-5

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
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