| Identification | More | [Name]
3,5-DIMETHOXYPHENYLPROPIONIC ACID | [CAS]
717-94-2 | [Synonyms]
3-(3,5-DIMETHOXYPHENYL)PROPIONIC ACID
3,5-DIMETHOXYPHENYLPROPIONIC ACID
3-(3,5-DIMETHOXYPHENYL)PROPANOIC ACID | [Molecular Formula]
C11H14O4 | [MDL Number]
MFCD03425685 | [Molecular Weight]
210.23 | [MOL File]
717-94-2.mol |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [HazardClass ]
IRRITANT | [HS Code ]
29189900 |
| Hazard Information | Back Directory | [Chemical Properties]
White solid | [Uses]
3-(3,5-Dimethoxyphenyl)propanoic acid is a derivative of 3-(3,4-Dimethoxyphenyl)propanoic Acid (D460730), which is one of the novel circulating coffee metabolites in human plasma. | [Synthesis]
General procedure for the synthesis of 3,5-dimethoxyphenylpropionic acid from (E)-3-(3,5-dimethoxyphenyl)propenoic acid: to a mixed solution of (E)-3-(3,5-dimethoxyphenyl)propenoic acid (12 g, 57.7 mmol) in ethyl acetate (EtOAc, 100 ml) and methanol (MeOH, 100 ml), 10% palladium/carbon ( Pd/C, 1.3 g). The reaction mixture was placed in a Parr apparatus and the reaction was shaken under 30-40 psi hydrogen pressure for 5 hours. Upon completion of the reaction, the reaction solution was filtered through a diatomaceous earth pad and the filtrate was collected. The filtrate was concentrated and dried under reduced pressure at 50 °C to afford the target product 3,5-dimethoxyphenylpropionic acid (11.7 g, 96.55% yield). m/e 209 (M-1) by LC-MS. | [References]
[1] Patent: WO2007/71348, 2007, A1. Location in patent: Page/Page column 87
[2] Journal of Organic Chemistry, 2003, vol. 68, # 15, p. 5967 - 5973
[3] Chemistry - An Asian Journal, 2015, vol. 10, # 4, p. 1050 - 1064
[4] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 22, p. 6956 - 6964 |
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