Identification | Back Directory | [Name]
METHYL HOMOVERATRATE | [CAS]
15964-79-1 | [Synonyms]
Ai3-10503 ASISCHEM P46906 Einecs 240-100-3 METHYL HOMOVERATRATE Homoveratric acid methyl Methyl 2-(3,4-dimethoxyphenyl) Homoveratric acid, methyl ester VERATRYLACETIC ACID METHYL ESTER METHYL 3,4-DIMETHOXYPHENYL ACETATE Methyl 2-(3,4-diMethoxyphenyl)acetate Homovanillic acid di-methyl derivative 3,4-DIMETHOXYPHENYLACETIC ACID METHYL ESTER 3,4-Dimethoxybenzeneacetic acid methyl ester Methyl ester of 3,4-Dimethoxyphenylacetic acid Phenylacetic acid, 3,4-dimethoxy, methyl ester 2-(3,4-Dimethoxyphenyl)acetic acid methyl ester Benzeneacetic acid, 3,4-dimethoxy-, methyl ester Acetic acid, (3,4-dimethoxyphenyl)-, methyl ester | [EINECS(EC#)]
240-100-3 | [Molecular Formula]
C11H14O4 | [MDL Number]
MFCD00017206 | [MOL File]
15964-79-1.mol | [Molecular Weight]
210.23 |
Hazard Information | Back Directory | [Uses]
Methyl Homoveratrate can be used as entry inhibitors against H5N1. | [Synthesis]
General procedure for the synthesis of methyl 3,4-dimethoxyphenylacetate from methanol and 3,4-dimethoxyphenylacetic acid: 3,4-dimethoxyphenylacetic acid (25.0 g, 127.4 mmol) was dissolved in methanol (100 mL) in a 500 mL round-bottomed flask and a catalytic amount of sulfuric acid (about 10 drops) was added. The reaction mixture was stirred overnight under reflux conditions. After completion of the reaction, it was cooled to room temperature and methanol was removed by distillation under reduced pressure at 40 °C. The crude product was dissolved in dichloromethane (250 mL), washed sequentially with water (5 x 20 mL) and saturated saline (20 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give methyl 3,4-dimethoxyphenylacetate (25.77 g, 96% yield) as an orange oil. Molecular weight: 210.23; yield: 96%; Rf value: 0.25 (cyclohexane:ethyl acetate=3:1). 1H-NMR (CDCl3, δ): 3.56 (s, 2H, CH2), 3.70 (s, 3H, CH3), 3.87 (s, 3H, OCH3), 3.88 (s, 3H, OCH3), 6.82-6.83 (m , 3H, ArH).13C-NMR (CDCl3, δ): 40.6, 51.9, 55.8 (2 × C), 111.2, 112.4, 121.4, 126.4, 148.2, 148.9, 172.2.MS-ESI m/z (% relative abundance): 233.2 ([M+Na]+, 3), 151.1 ( 100). | [storage]
Store at -20°C | [References]
[1] Bioorganic and Medicinal Chemistry Letters, 1999, vol. 9, # 1, p. 85 - 90 [2] Tetrahedron, 2007, vol. 63, # 46, p. 11377 - 11385 [3] Tetrahedron, 2013, vol. 69, # 42, p. 8914 - 8920 [4] Patent: US2012/214837, 2012, A1. Location in patent: Page/Page column 23-24 [5] Journal of Organic Chemistry, 2003, vol. 68, # 3, p. 1165 - 1167 |
|
Company Name: |
Jia Xing Isenchem Co.,Ltd
|
Tel: |
0573-85285100 18627885956 |
Website: |
www.chemicalbook.com/ShowSupplierProductsList14265/0_EN.htm |
|