7636-26-2

Basic information

• Product Name: 3-METHOXY-DL-TYROSINE
• Synonyms: rac 3-O-Methyl DOPA;2-Amino-3-(4-hydroxy-3-methoxyphenyl);2-AMINO-3-(4-HYDROXY-3-METHOXYPHENYL)PROPANOIC ACID;3-METHOXY-DL-TYROSINE;DL-4-HYDROXY-3-METHOXYPHENYLALANINE;DL-3-O-METHYL-DOPA;3-(4-Hydroxy-3-methoxyphenyl)alanine;3-Methoxy-4-hydroxyphenylalanine
• CAS NO: 7636-26-2
• Molecular Formula: C₁₀H₁₃NO₄
• Molecular Weight: 211.21
• Mol File: 7636-26-2.mol
• Article Data: 5

Chemical Properties

• Melting Point: 268 °C (decomp)
• Boiling Point: 407.3±45.0 °C(Predicted)
• Appearance: /
• Density: 1.321
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility: Aqueous Acid (Slightly), Water (Very Slightly, Heated)
• PKA: 2.24±0.20(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: 3-METHOXY-DL-TYROSINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHOXY-DL-TYROSINE(7636-26-2)
• EPA Substance Registry System: 3-METHOXY-DL-TYROSINE(7636-26-2)

Safety Data

• Statements: 22-36/37/38
• Safety Statements: 22-26-36/37/39
• Hazardous Substances Data: 7636-26-2(Hazardous Substances Data)

Usage

Uses

rac 3-O-Methyl DOPA (Levodopa EP Impurity C) is an impurity of Levodopa (D533751). A useful marker that can be used to screen for the absense of Aromatic L-amino acid decarboxylase (AADC).

Upstream product

• 1081-71-6 3-(4-hydroxy-3-methoxyphenyl)-2-oxopropanoic acid 
• 300-48-1 3-O-methyldopa 
• 57-60-3 piruvate 
• 90-05-1 2-methoxy-phenol 
• 5438-45-9 3-(4-hydroxy-3-methoxy-phenyl)-2-thioxo-propionic acid 
• 93-28-7 eugenol acetate 
• 62682-19-3 5-vanillyl-imidazolidine-2,4-dione 
• 5447-36-9 2-hydroxyimino-3-(4-hydroxy-3-methoxy-phenyl)-propionic acid 
• 60470-82-8 4-(4-acetoxy-3-methoxy-benzylidene)-2-methyl-4H-oxazol-5-one 
• 6391-59-9 4-Acetoxy-3-methoxyphenylacetaldehyde 
• 74-90-8 hydrogen cyanide 

Downstream Products

• 1352293-13-0 tert-butyl 2-amino-3-(4-hydroxy-3-methoxyphenyl)propanoate 
• 31269-52-0 2-acetamido-3-(4-acetoxy-3-methoxyphenyl)propanoic acid 
• 129048-72-2 2-[(tert-butoxycarbonyl)amino]-3-(4-hydroxy-3-methoxyphenyl)propanoic acid 

Relevant articles and documents

Biocascade Synthesis of L-Tyrosine Derivatives by Coupling a Thermophilic Tyrosine Phenol-Lyase and L-Lactate Oxidase

A one-pot biocascade of two enzymatic steps catalyzed by an l-lactate oxidase and a tyrosine phenol-lyase has been successfully developed in the present study. The reaction provides an efficient method for the synthesis of l-tyrosine derivatives, which exhibits readily available starting materials and excellent yields. In the first step, an in situ generation of pyruvate from readily available bio-based l-lactate catalyzed by a highly active l-lactate oxidase from Aerococcus viridans (AvLOX) was developed (using oxygen as oxidant and catalase as hydrogen peroxide removing reagent). Pyruvate thus produced underwent C–C coupling with phenol derivatives as acceptor substrate using specially designed thermophilic tyrosine phenol-lyase mutants from Symbiobacterium toebii (TTPL). Overall, this cascade avoids the high cost and easy decomposition of pyruvate and offered an efficient and environmentally friendly procedure for l-tyrosine derivatives synthesis.

Process for purified amino acids

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Process for L-dopa

A process for the preparation of (S)- or L-3-(3,4-dihydroxyphenyl)alanine (L-dopa) is described. The process utilizes water as reaction process solvent and proceeds via formation of an intermediate which can be kinetically resolved in a polar solvent to a precursor of the desired isomer and in which the undesired isomer can be efficiently racemized for reuse.