4-Hydroxy-2-methoxy-benzoic acid methyl ester

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4-Hydroxy-2-methoxy-benzoic acid methyl ester manufacturers

4-Hydroxy-2-methoxy-benzoic acid methyl ester Basic information
Product Name:4-Hydroxy-2-methoxy-benzoic acid methyl ester
Synonyms:Methyl 4-hydroxy-o-anisate;Benzoic acid, 4-hydroxy-2-methoxy-, methyl ester;4-Hydroxy-2-Methoxy-Benzoicac;Methyl 4-hydroxy-2-methoxybenzoate;4-Hydroxy-2-methoxy-benzoic acid methyl ester
CAS:28478-46-8
MF:C9H10O4
MW:182.18
EINECS:
Product Categories:
Mol File:28478-46-8.mol
4-Hydroxy-2-methoxy-benzoic acid methyl ester Structure
4-Hydroxy-2-methoxy-benzoic acid methyl ester Chemical Properties
Melting point 150-151℃
storage temp. Inert atmosphere,Room Temperature
AppearanceWhite to off-white Solid
Safety Information
HS Code 2918999090
MSDS Information
4-Hydroxy-2-methoxy-benzoic acid methyl ester Usage And Synthesis
UsesMethyl 4-Hydroxy-2-methoxybenzoate is a reagent used in the synthesis of sphingosine-1-phosphate receptor agonist Ceralifimod used in the treatment of autoimmune diseases.
Synthesis
4-BENZYLOXY-2-METHOXY-BENZOIC ACID METHYL ESTER

28478-45-7

4-HYDROXY-2-METHOXY-BENZOIC ACID METHYL ESTER

28478-46-8

Step 3: A solution of EtOAc (200 mL) of methyl 2-methoxy-4-benzyloxybenzoate (40 g, 147 mmol) obtained in Step 2 was added to a Parr shaking flask, followed by 2 g of 10% Pd/C catalyst. The reaction mixture was placed in a Parr hydrogenation unit and shaken at 55 psi H2 pressure for 24 hours. Upon completion of the reaction, the catalyst was removed by filtration under argon protection and the solvent was removed by distillation under reduced pressure. The resulting solid was washed with a small amount of EtOAc, filtered and dried under vacuum for 24 h to give methyl 2-methoxy-4-hydroxybenzoate in 99% yield.

References[1] Patent: US5665719, 1997, A
[2] Journal of Medicinal Chemistry, 1998, vol. 41, # 12, p. 2146 - 2163
[3] Bioorganic and Medicinal Chemistry Letters, 1998, vol. 8, # 21, p. 3081 - 3086
[4] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 3, p. 1059 - 1062
[5] Journal of Medicinal Chemistry, 1985, vol. 28, # 6, p. 717 - 727
4-Hydroxy-2-methoxy-benzoic acid methyl ester Preparation Products And Raw materials
Raw materials4-Benzyloxy-2-methoxy-benzoic acid methyl ester-->Methanol-->4-Hydroxy-2-methoxy-benzoic acid-->Ethyl acetate
Preparation Productstert-butyl 4-(3-methoxy-4-(methoxycarbonyl)phenoxy)piperidine-1-carboxylate
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