O-Methyltyrosine

Base Information

• Chemical Name: O-Methyltyrosine
• CAS No.: 7635-29-2
• Molecular Formula: C10H13NO3
• Molecular Weight: 195.218
• Hs Code.: 2922500090
• NSC Number: 101132,30082
• UNII: S62T8L8FLU
• DSSTox Substance ID: DTXSID80873658
• Nikkaji Number: J2.373.387K
• Mol file: 7635-29-2.mol

Synonyms:4-methoxyphenylalanine;O-methyltyrosine;O-methyltyrosine, (DL)-isomer;O-methyltyrosine, (L)-isomer;O-methyltyrosine, hydrochloride;O-methyltyrosine, hydrochloride, (D)-isomer;O-methyltyrosine, hydrochloride, (L)-isomer

Chemical Property of O-Methyltyrosine

Chemical Property:

• Melting Point: 285-287 °C (decomp)
• Boiling Point: 350.6 °C at 760 mmHg
• PKA: 2.24±0.10(Predicted)
• Flash Point: 165.8 °C
• PSA: 72.55000
• Density: 1.209 g/cm³
• LogP: 1.34990
• Storage Temp.: Store at RT.
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 195.08954328
• Heavy Atom Count: 14
• Complexity: 188

Purity/Quality:

99% ^*data from raw suppliers

O-Methyl-DL-tyrosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)CC(C(=O)O)N
• Uses: Racemic tyrosine derivative.

Technology Process of O-Methyltyrosine

There total 28 articles about O-Methyltyrosine 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: 92.0%

2-[(E)-Hydroxyimino]-3-(4-methoxy-phenyl)-propionic acid ethyl ester (214057-97-3) → O-methyl tyrosine (7635-29-2)

Guidance literature:

With sodium tetrahydroborate; water; nickel; sodium hydroxide; In methanol; at 20 - 30 ℃;

DOI:10.1039/c1ob06471a

Reference yield: 71.0%

2-((tert-butoxycarbonyl)amino)-3-(4-methoxyphenyl)propanoic acid (141895-35-4) → O-methyl tyrosine (7635-29-2)

Guidance literature:

With trifluoroacetic acid; In acetone; at 10 - 25 ℃; for 1h;

Reference yield: 70.0%

[1-Cyano-2-(4-methoxy-phenyl)-ethyl]-carbamic acid tert-butyl ester (154199-10-7) → O-methyl tyrosine (7635-29-2)

Guidance literature:

With hydrogenchloride; In methanol; for 6h; Heating;

DOI:10.1055/s-1994-25405

upstream raw materials:

2-(hydroxyimino)-3-(4-methoxyphenyl)propanoic acid

(S)-2-bromo-3-(4-methoxy-phenyl)-propionic acid

3-(4-methoxy-phenyl)-2-phenylhydrazono-propionic acid

2-cyano-3-(4-methoxy-phenyl)-propionic acid hydrazide

Downstream raw materials:

(D)-N-acetyl-4-methoxy-phenylalanine

N-acetyl-O-methyl-tyrosine

2-amino-3-(4-methoxyphenyl)-1-propanol

O-Methyltyrosine

Refernces

• 1、 Liu, Xiangyuan,Liu, Yang,Chai, Guobi,Qiao, Baokun,Zhao, Xiaowei,Jiang, Zhiyong. "Organocatalytic Enantioselective Addition of α-Aminoalkyl Radicals to Isoquinolines". supporting information. p. 6298 - 6301. Retrieved 2018/10/09.
• 2、 Liu, Shouxin,Yang, Yihua,Zhen, Xiaoli,Li, Junzhang,He, Huimin,Feng, Juan,Whiting, Andrew. "Enhanced reduction of C-N multiple bonds using sodium borohydride and an amorphous nickel catalyst". experimental part. p. 663 - 670. Retrieved 2012/01/15.