3-METHOXY-DL-TYROSINE

Base Information

• Chemical Name: 3-METHOXY-DL-TYROSINE
• CAS No.: 4214-13-5
• Molecular Formula: C10H13NO4
• Molecular Weight: 211.21500
• Hs Code.: 2922509090
• Mol file: 4214-13-5.mol

Synonyms:

Chemical Property of 3-METHOXY-DL-TYROSINE

Chemical Property:

• PSA: 92.78000
• LogP: 1.05550

Purity/Quality:

≥99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-METHOXY-DL-TYROSINE

There total 39 articles about 3-METHOXY-DL-TYROSINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

(R)-N-acetyl-3-(4-acetoxy-3-methoxyphenyl)alanine (30948-27-7) → (+)-(R)-3-methoxytyrosine (15402-76-3,4214-13-5)

Guidance literature:

With sulfuric acid; for 4h; Heating;

DOI:10.1021/jo00245a035

Reference yield: 71.0%

piruvate (57-60-3) + 2-methoxy-phenol (90-05-1) → 3-O-methyldopa (300-48-1,4214-13-5)

Guidance literature:

With ethylenediaminetetraacetic acid; pyridoxal 5'-phosphate; Ammonium; thermophilic tyrosine phenol lyases F₃₇V mutant from thermophilic microorganism Symbiobacterium toebii; In aq. phosphate buffer; at 37 ℃; pH=8; stereoselective reaction; Green chemistry; Enzymatic reaction;

DOI:10.1002/ejoc.202000061

Reference yield: 60.0%

sodium pyruvate (113-24-6) + 2-methoxy-phenol (90-05-1) → 3-O-methyldopa (300-48-1,4214-13-5)

Guidance literature:

With ammonium sulfate; tyrosine phenol lyase; ammonium chloride; In diethyl ether; at 30 ℃; pH=8; optical yield given as %ee; aq. phosphate buffer;

DOI:10.1002/adsc.200900826

upstream raw materials:

levodopa

(S)-2-Amino-3-(4-hydroxy-3-methoxy-phenyl)-propionic acid methyl ester

L-3-(3-methoxy-4-(benzyloxy)phenyl)-N-(benzyloxycarbonyl)alanine methyl ester

L-3-(3-acetyl-4-hydroxyphenyl)-N-(benzyloxycarbonyl)alanine methyl ester

Downstream raw materials:

3,4-dihydroxy-6-fluoro-L-phenylalanine

L-dopaquinone

3-methoxy-4-hydroxy-L-phenylalanine methyl ester hydrochloride

Refernces

• 1、 Jiang, Yiqi,Ju, Shuyun,Li, Guosi,Lian, Jiazhang,Lin, Jianping,Wu, Mianbin,Xue, Hailong,Yang, Lirong. "Biocascade Synthesis of L-Tyrosine Derivatives by Coupling a Thermophilic Tyrosine Phenol-Lyase and L-Lactate Oxidase". supporting information. . Retrieved 2020/02/25.
• 2、 Dennig, Alexander,Busto, Eduardo,Kroutil, Wolfgang,Faber, Kurt. "Biocatalytic One-Pot Synthesis of l-Tyrosine Derivatives from Monosubstituted Benzenes, Pyruvate, and Ammonia". . p. 7503 - 7506. Retrieved 2015/12/11.