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

Base Information

• Chemical Name: (S)-3-(3-ACETYL-4-HYDROXY-PHENYL)-2-AMINO-PROPIONIC ACID METHYL ESTER
• CAS No.: 57085-32-2
• Molecular Formula: C12H15NO4
• Molecular Weight: 273.716

Synonyms:(S)-3-(3-ACETYL-4-HYDROXY-PHENYL)-2-AMINO-PROPIONIC ACID METHYL ESTER;METHYL (2S)-3-(3-ACETYL-4-HYDROXYPHENYL)-2-AMINOPROPANOATE

Chemical Property of (S)-3-(3-ACETYL-4-HYDROXY-PHENYL)-2-AMINO-PROPIONIC ACID METHYL ESTER

Chemical Property:

• Vapor Pressure: 2.37E-06mmHg at 25°C
• Refractive Index: 1.559
• Boiling Point: 381.1°C at 760 mmHg
• Flash Point: 184.3°C
• PSA: 89.62000
• Density: 1.23g/cm³
• LogP: 1.33790
• Solubility.: Water

Purity/Quality:

98%Min ^*data from raw suppliers

3-Acetyl-L-tyrosine Methyl Ester Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (S)-3-(3-Acetyl-4-Hydroxy-Phenyl)-2-Amino-Propionic Acid Methyl Ester is an acetylated L-Tyrosine derivative. Used in the preparation of 3-O-Methyl-L-DOPA Monohydrate (M303815), a major metabolite of L-DOPA.

Technology Process of (S)-3-(3-ACETYL-4-HYDROXY-PHENYL)-2-AMINO-PROPIONIC ACID METHYL ESTER

There total 4 articles about (S)-3-(3-ACETYL-4-HYDROXY-PHENYL)-2-AMINO-PROPIONIC ACID METHYL ESTER 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%

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%

methanol (67-56-1) + 3-acetyl-L-tyrosine (32483-30-0) → methyl (S)-3-(3-acetyl-4-hydroxyphenyl)-2-aminopropanoate monohydrochloride (57085-32-2)

Guidance literature:

With thionyl chloride;

DOI:10.14233/ajchem.2013.14893

Reference yield:

L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) → methyl (S)-3-(3-acetyl-4-hydroxyphenyl)-2-aminopropanoate monohydrochloride (57085-32-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / AlCl₃ / nitrobenzene / 6 h / 100 °C

2: 74 percent / SOCl₂ / Heating

With aluminium trichloride; thionyl chloride; In nitrobenzene; 1: Friedel-Crafts acylation / 2: Fischer esterification;

DOI:10.1021/jm050910x

upstream raw materials:

methanol

(S)-3-(3-acetyl-4-hydroxyphenyl)-2-aminopropanoic acid hydrochloride

L-tyrosine

3-acetyl-L-tyrosine

Downstream raw materials:

Boc-Ala-Tyr(3-Ac)-OMe

(S)-3-(3-Amino-4,5-dimethoxy-phenyl)-2-(2,2,2-trichloro-ethoxycarbonylamino)-propionic acid methyl ester

(S)-2-Acetylamino-3-(3-acetyl-4-hydroxy-phenyl)-propionic acid methyl ester

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