(2S)-3-(3-ACETYL-4-HYDROXYPHENYL)-2-AMINOPROPANOIC ACID

Base Information

• Chemical Name: (2S)-3-(3-ACETYL-4-HYDROXYPHENYL)-2-AMINOPROPANOIC ACID
• CAS No.: 32404-28-7
• Molecular Formula: C11H13 N O4 . Cl H
• Molecular Weight: 259.689
• Hs Code.: 2923900090
• Mol file: 32404-28-7.mol

Synonyms:L-Tyrosine,3-acetyl-, hydrochloride (9CI); Tyrosine, 3-acetyl-, hydrochloride, L- (8CI);3-Acetyl-L-tyrosine hydrochloride; L-3-(3-Acetyl-4-hydroxyphenyl)alaninehydrochloride

Chemical Property of (2S)-3-(3-ACETYL-4-HYDROXYPHENYL)-2-AMINOPROPANOIC ACID

Chemical Property:

• Vapor Pressure: 4.01E-08mmHg at 25°C
• Melting Point: 217 °C
• Refractive Index: 1.601
• Boiling Point: 429°C at 760 mmHg
• Flash Point: 213.3°C
• PSA: 100.62000
• Density: 1.333g/cm³
• LogP: 1.24950

Purity/Quality:

99% ^*data from raw suppliers

3-Acetyl-L-tyrosineHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2S)-3-(3-ACETYL-4-HYDROXYPHENYL)-2-AMINOPROPANOIC ACID

There total 1 articles about (2S)-3-(3-ACETYL-4-HYDROXYPHENYL)-2-AMINOPROPANOIC ACID 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: 98.0%

L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) + acetyl chloride (75-36-5) → (S)-3-(3-acetyl-4-hydroxyphenyl)-2-aminopropanoic acid hydrochloride (32404-28-7)

Guidance literature:

With aluminium trichloride; In nitrobenzene; at 100 ℃; for 6h;

DOI:10.1007/pl00010154

Reference yield: 100.0%

methanol (67-56-1) + (S)-3-(3-acetyl-4-hydroxyphenyl)-2-aminopropanoic acid hydrochloride (32404-28-7) → methyl (S)-3-(3-acetyl-4-hydroxyphenyl)-2-aminopropanoate monohydrochloride (57085-32-2)

Guidance literature:

With thionyl chloride; for 8h; Heating;

DOI:10.1016/j.tet.2003.02.004

Reference yield: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + (S)-3-(3-acetyl-4-hydroxyphenyl)-2-aminopropanoic acid hydrochloride (32404-28-7) → N-(tert-butyloxycarbonyl)-3-(3-acetyl-4-hydroxyphenyl)-L-alanine (269745-72-4)

Guidance literature:

With sodium carbonate; In tetrahydrofuran; water; at 20 ℃; for 5h; Cooling with ice;

DOI:10.1021/jacs.5b12301

upstream raw materials:

L-tyrosine

acetyl chloride

Downstream raw materials:

methyl (S)-3-(3-acetyl-4-hydroxyphenyl)-2-aminopropanoate monohydrochloride

(S)-3-(3-ACETYL-4-HYDROXY-PHENYL)-2-HYDROXY-PROPIONIC ACID

N-(tert-butyloxycarbonyl)-3-(3-acetyl-4-hydroxyphenyl)-L-alanine

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

Refernces

• 1、 Bandyopadhyay, Anupam,Gao, Jianmin. "Iminoboronate-Based Peptide Cyclization That Responds to pH, Oxidation, and Small Molecule Modulators". supporting information. p. 2098 - 2101. Retrieved 2016/03/05.
• 2、 Strizhak, Aleksandr V.,Postupalenko, Viktoriia Y.,Shvadchak, Volodymyr V.,Morellet, Nelly,Guittet, Eric,Pivovarenko, Vasyl G.,Klymchenko, Andrey S.,Mely, Yves. "Two-color fluorescent L-amino acid mimic of tryptophan for probing peptide-nucleic acid complexes". . p. 2434 - 2443. Retrieved 2013/02/23.