3-Amino-3-(4-methoxyphenyl)propionic acid

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3-Amino-3-(4-methoxyphenyl)propionic acid Basic information

Product Name:	3-Amino-3-(4-methoxyphenyl)propionic acid
Synonyms:	DL-3-AMINO-3-(4-METHOXY-PHENYL)-PROPIONIC ACID;DL-BETA-(P-METHOXYPHENYL)ALANINE;3-AMINO-3-(P-METHOXYPHENYL)PROPIONIC ACID;3-AMINO-3-(4-METHOXYPHENYL)PROPANOIC ACID;3-AMINO-3-(4-METHOXY-PHENYL)-PROPIONIC ACID;RARECHEM AK HC T257;3-AMINO-3-(4-METHOXYPHENYL)PROPIONIC AC&;DL--(p-Methoxyphenyl)alanine
CAS:	5678-45-5
MF:	C10H13NO3
MW:	195.22
EINECS:
Product Categories:	Building Blocks;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks;C10;Carbonyl Compounds;Carboxylic Acids
Mol File:	5678-45-5.mol

3-Amino-3-(4-methoxyphenyl)propionic acid Chemical Properties

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
pka	3.74±0.10(Predicted)
form	powder to crystal
color	White to Almost white
CAS DataBase Reference	5678-45-5(CAS DataBase Reference)

Safety Information

MSDS Information

Provider	Language
SigmaAldrich	English
ACROS	English

3-Amino-3-(4-methoxyphenyl)propionic acid Usage And Synthesis

Chemical Properties	white to beige crystalline powder
Synthesis	141-82-2 123-11-5 5678-45-5 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

3-Amino-3-(4-methoxyphenyl)propionic acid Preparation Products And Raw materials

Raw materials	Malonic acid-->p-Anisaldehyde-->Ethanol-->Ammonium acetate
Preparation Products	3-Amino-3-(4-hydroxyphenyl)propanoic acid-->3-Amino-3-(p-methoxyphenyl)-1-propanol

Tag:3-Amino-3-(4-methoxyphenyl)propionic acid(5678-45-5) Related Product Information

p-Anisaldehyde Anisole EC 2.6.1.2 D-Alanine β-Alanine Phenprobamate 4-Methoxyphenylacetone 3-Amino-3-phenylpropionic acid (Trifluoromethoxy)benzene Propionic acid 6-Aminocaproic acid Glycine 1-Isoquinolineacetic acid, 1,2,3,4-tetrahydro-6,7-dimethoxy-, ethyl ester (R)-3-Amino-3-(3-methoxy-phenyl)-propionic acid (S)-3-Amino-3-(4-methoxy-phenyl)-propionic acid (S)-3-Amino-3-(3-methoxy-phenyl)-propionic acid 3-(Boc-amino)-3-(3-methoxyphenyl)propionic acid 3-Amino-3-(3-methoxy-phenyl)-propionic acid