| Identification | Back 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 |
| Hazard Information | Back Directory | [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 |
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