| Identification | More | [Name]
3-Amino-3-(4-methoxyphenyl)propionic acid | [CAS]
5678-45-5 | [Synonyms]
3-AMINO-3-(4-METHOXYPHENYL)PROPANOIC ACID
3-AMINO-3-(4-METHOXY-PHENYL)-PROPIONIC ACID
3-AMINO-3-(P-METHOXYPHENYL)PROPIONIC ACID
DL-3-AMINO-3-(4-METHOXY-PHENYL)-PROPIONIC ACID
DL-BETA-(P-METHOXYPHENYL)ALANINE
RARECHEM AK HC T257
3-AMINO-3-(4-METHOXYPHENYL)PROPIONIC AC&
DL--(p-Methoxyphenyl)alanine
3-(P-METHOXYPHENYL)-DL-BETA-ALANINE
| [Molecular Formula]
C10H13NO3 | [MDL Number]
MFCD00187209 | [Molecular Weight]
195.22 | [MOL File]
5678-45-5.mol |
| Chemical Properties | Back Directory | [Appearance]
white to beige crystalline powder | [Melting point ]
230 °C (dec.)(lit.) | [Boiling point ]
331.88°C (rough estimate) | [density ]
1.1926 (rough estimate) | [refractive index ]
1.5150 (estimate) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [form ]
powder to crystal | [pka]
3.74±0.10(Predicted) | [color ]
White to Almost white | [CAS DataBase Reference]
5678-45-5(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
2922500090 |
| Hazard Information | Back Directory | [Chemical Properties]
white to beige crystalline powder | [Synthesis]
To a 150 mL round bottom flask was added 28.5 g (0.21 mol) of p-methoxybenzaldehyde, 21.8 g (0.21 mol) of malonic acid and 32.3 g (0.42 mol) of ammonium acetate dissolved in 150 mL of ethanol. The reaction mixture was heated to 75-80°C and the reaction was stirred under reflux conditions for 8 hours. Upon completion of the reaction, the reaction mixture was cooled to room temperature and stirring was continued for 20 hours. Subsequently, a white solid was collected by filtration to afford 23.6 g of 3-amino-3-(4-methoxyphenyl)propionic acid (racemic mixture) in 82.3% yield (based on p-methoxybenzaldehyde). The product was a white powder and its physical properties were as follows: 1H-NMR (δ, ppm, D2O): 2.50 (dd, 1H, J = 17.1, 6.8 Hz), 2.65 (dd, 1H, J = 17.1, 7.8 Hz), 3.24 (s, 3H), 6.46 (s, 1H), 6.48 (s, 1H), 6.86 (s, 1H), 6.88 (s, 1H); 13C-NMR (δ, ppm, D2O): 37.1, 50.7, 55.1, 114.3, 126.9, 128.2, 159.1, 172.7; MS (EI) m/z: 195 (M+); MS (CI, i-C4H10) m/z: 196 (MH+). | [References]
[1] Patent: EP1621529, 2006, A1. Location in patent: Page/Page column 40
[2] Chemical Communications, 2011, vol. 47, # 20, p. 5894 - 5896
[3] Journal of Medicinal Chemistry, 2001, vol. 44, # 12, p. 1938 - 1950
[4] Advanced Synthesis and Catalysis, 2010, vol. 352, # 2-3, p. 395 - 406
[5] European Journal of Medicinal Chemistry, 2018, vol. 156, p. 252 - 268 |
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