methyl (2R)-2-acetamido-3-(4-hydroxyphenyl)propanoate

Base Information

• Chemical Name: methyl (2R)-2-acetamido-3-(4-hydroxyphenyl)propanoate
• CAS No.: 65160-71-6
• Molecular Formula: C12H15NO4
• Molecular Weight: 237.255
• DSSTox Substance ID: DTXSID301302604
• Nikkaji Number: J595.317K
• Mol file: 65160-71-6.mol

Synonyms:AC-D-TYR-OME;65160-71-6;methyl (2R)-2-acetamido-3-(4-hydroxyphenyl)propanoate;N-Acetyl-D-tyrosine methyl ester;(R)-Methyl 2-acetamido-3-(4-hydroxyphenyl)propanoate;SCHEMBL2522737;DTXSID301302604;MFCD01632092;(R)-Methyl2-acetamido-3-(4-hydroxyphenyl)propanoate;methyl(2r)-2-acetamido-3-(4-hydroxyphenyl)propanoate

Chemical Property of methyl (2R)-2-acetamido-3-(4-hydroxyphenyl)propanoate

Chemical Property:

• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 237.10010796
• Heavy Atom Count: 17
• Complexity: 272

Purity/Quality:

≥ 98% (HPLC) ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)NC(CC1=CC=C(C=C1)O)C(=O)OC
• Isomeric SMILES: CC(=O)N[C@H](CC1=CC=C(C=C1)O)C(=O)OC

Technology Process of methyl (2R)-2-acetamido-3-(4-hydroxyphenyl)propanoate

There total 7 articles about methyl (2R)-2-acetamido-3-(4-hydroxyphenyl)propanoate 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: 96.0%

N-acetyl-N-methoxyacetamide (128459-09-6) + L-Tyr-OCH3 (1080-06-4) → L-Tyr-OCH3 (2440-79-1,23525-90-8,65160-71-6)

Guidance literature:

In N,N-dimethyl-formamide; for 3.5h; Ambient temperature;

DOI:10.1016/S0040-4039(00)94382-X

Reference yield: 76.0%

sodium acetate (127-09-3) + acetic anhydride (108-24-7) + D-tyrosine methylester hydrochloride (3728-20-9) → methyl (2R)-2-acetamido-3-(4-hydroxyphenyl)propanoate (65160-71-6)

Guidance literature:

In water; at 0 ℃;

Reference yield: 76.0%

acetic anhydride (108-24-7) + D-tyrosine methylester hydrochloride (3728-20-9) → methyl (2R)-2-acetamido-3-(4-hydroxyphenyl)propanoate (65160-71-6)

Guidance literature:

With sodium acetate; In water; at 0 ℃;

DOI:10.1016/j.tet.2008.09.031

upstream raw materials:

D-tyrosine methyl ester

2-acetylamino-3-(4-hydroxyphenyl)propionic acid methyl ester

methyl (Z)-2-acetamido-3-(4-hydroxyphenyl)acrylate

sodium acetate

Downstream raw materials:

methyl (2R)-2-acetamido-3-(4-allyloxyphenyl)propanoate

(R)-2-Acetylamino-3-{4-[3-((R)-amino-methoxycarbonyl-methyl)-phenoxy]-phenyl}-propionic acid methyl ester