O,alpha-Dimethyltyrosine

Base Information

• Chemical Name: O,alpha-Dimethyltyrosine
• CAS No.: 7383-30-4
• Molecular Formula: C11H15NO3
• Molecular Weight: 209.245
• DSSTox Substance ID: DTXSID90551692
• Nikkaji Number: J347.998F
• Mol file: 7383-30-4.mol

Synonyms:7383-30-4;O,alpha-Dimethyl-DL-tyrosine;O,alpha-Dimethyltyrosine;2-amino-3-(4-methoxyphenyl)-2-methylpropanoic acid;4-Methoxy-a-methyl-L-phenylalanine;4-Methoxy-a-methyl-DL-phenylalanine;O,-Dimethyl-DL-tyrosine;O,?-Dimethyl-DL-tyrosine;O- alpha -Dimethyl Tyrosine;SCHEMBL1801017;4-methoxy-2-methylphenylalanine;DTXSID90551692;GSEIHXWCWAMTTH-UHFFFAOYSA-N;AKOS010055339;A866019

Chemical Property of O,alpha-Dimethyltyrosine

Chemical Property:

• Vapor Pressure: 1.17E-05mmHg at 25°C
• Melting Point: >260°C (dec.)
• Boiling Point: 355.2°C at 760 mmHg
• PKA: 2.28±0.16(Predicted)
• Flash Point: 168.6°C
• PSA: 72.55000
• Density: 1.178g/cm³
• LogP: 1.74000
• Storage Temp.: Refrigerator
• Solubility.: Aqueous Acid (Slightly), Water (Slightly)
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 209.10519334
• Heavy Atom Count: 15
• Complexity: 224

Purity/Quality:

98.5% ^*data from raw suppliers

O,α-Dimethyl-DL-tyrosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CC1=CC=C(C=C1)OC)(C(=O)O)N
• Uses: A metabolite of Tryptophan analogs. A tyrosine hydroxylase inhibitor. A metabolite of Tryptophan analogs

Technology Process of O,alpha-Dimethyltyrosine

There total 10 articles about O,alpha-Dimethyltyrosine 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: 91.0%

5-(4-methoxybenzyl)-5-methylimidazolidine-2,4-dione (13500-24-8) → 2-amino-3-(4-methoxyphenyl)-2-methylpropionic acid (7383-30-4)

Guidance literature:

With barium dihydroxide; In water; at 125 ℃; for 24h;

DOI:10.1002/hlca.19920750522

Reference yield: 77.0%

rac-3-Benzoyl-2-(t-butyl)-4-(4-methoxybenzyl)-4-methyl-1,3-oxazolidin-5-on → 2-amino-3-(4-methoxyphenyl)-2-methylpropionic acid (7383-30-4)

Guidance literature:

With hydrogenchloride; acetic acid; for 2h; Heating;

Reference yield: 71.0%

2-amino-3-(4-methoxyphenyl)-2-methylpropan-1-ol (1268388-13-1) → 2-amino-3-(4-methoxyphenyl)-2-methylpropionic acid (7383-30-4)

Guidance literature:

With sodium periodate; sodium dichromate; sulfuric acid; In water; at 20 ℃; for 20h;

DOI:10.1016/j.tetlet.2010.11.137

upstream raw materials:

5-(4-methoxybenzyl)-5-methylimidazolidine-2,4-dione

4-methoxybenzyl iodide

4-methoxybenzyl methyl ketone

p-methoxybenzyl chloride

Downstream raw materials:

2-((S)-2-Chloro-propionylamino)-3-(4-methoxy-phenyl)-2-methyl-propionic acid

N²-acetyl-2,O⁴-dimethyltyrosine

2-amino-3-(4-hydroxy-phenyl)-2-methyl-propionic acid

(S)-N²-acetyl-2,O⁴-dimethyltyrosine

Refernces

• 1、 Seebach, Dieter,Gees, Thomas,Schuler, Franz. "Preparation of α-Branched Phenylalanines and of 1,1-Disubstituted Ethylenediamines via Chiral Imidazolidinones and Oxazolidinones of Glycine - Preparative and Mechanistic Aspects". . p. 785 - 800. Retrieved 2007/10/02.
• 2、 Yaozhong, Jiang,Changyou, Zhou,Shengde, Wu,Daimo, Chen,Youan, Ma,Guilan, Liu. "SOLID-LIQUID PHASE TRANSFER CATALYTIC SYNTHESIS OF α-AMINO ACID VIA ALKYLATION AND NUCLEOPHILIC ADDITION OF BENZALDEHYDE IMINES". . p. 5343 - 5354. Retrieved 2007/10/02.