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| | 3-Amino-3-(3,4-dimethoxyphenyl)propionic acid Basic information |
| | 3-Amino-3-(3,4-dimethoxyphenyl)propionic acid Chemical Properties |
| Melting point | 223 °C (dec.) (lit.) | | Boiling point | 379.7±42.0 °C(Predicted) | | density | 1.212±0.06 g/cm3(Predicted) | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | form | powder to crystal | | pka | 3.73±0.10(Predicted) | | color | White to Almost white | | InChI | 1S/C11H15NO4/c1-15-9-4-3-7(5-10(9)16-2)8(12)6-11(13)14/h3-5,8H,6,12H2,1-2H3,(H,13,14) | | InChIKey | FGCXSFRGPCUBPW-UHFFFAOYSA-N | | SMILES | COc1ccc(cc1OC)C(N)CC(O)=O |
| Safety Statements | 22-24/25 | | WGK Germany | 3 | | HS Code | 29224999 | | Storage Class | 11 - Combustible Solids |
| | 3-Amino-3-(3,4-dimethoxyphenyl)propionic acid Usage And Synthesis |
| Synthesis | 3,4-dimethoxybenzaldehyde (50 g, 0.33 mol) and ammonium acetate (50 g) were mixed in 95% ethanol (50 ml). The mixture was heated to 50 °C, followed by slow addition of malonic acid (63 g, 0.6 mol) and supplemented with 95% ethanol (25 ml). The reaction mixture was refluxed for 3 hours and then the reaction was continued at 80°C for 24 hours. Upon completion of the reaction, the precipitate was collected by filtration, washed with ethanol and recrystallized in 50% ethanol to afford 47.8 g of the target product 3-amino-3-(3,4-dimethoxyphenyl)propionic acid as a white solid (yield: 65%). The product was characterized by 1H NMR (300 MHz, D2O): δ 6.90-6.87 (m, 3H), 4.44-4.39 (t, 1H), 3.69 (s, 3H), 3.67 (s, 3H), 2.76-2.57 (m, 2H). Mass spectrum (EI) m/z: 226 (M++H). | | References | [1] Chemical Communications, 2011, vol. 47, # 20, p. 5894 - 5896
[2] Patent: WO2010/16939, 2010, A1. Location in patent: Page/Page column 57
[3] Synlett, 2013, vol. 24, # 6, p. 733 - 736
[4] ACS Medicinal Chemistry Letters, 2014, vol. 5, # 11, p. 1207 - 1212
[5] Tetrahedron Asymmetry, 2008, vol. 19, # 17, p. 2072 - 2077 |
| | 3-Amino-3-(3,4-dimethoxyphenyl)propionic acid Preparation Products And Raw materials |
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