2-Acetamido-3-(4-hydroxy-3-methoxyphenyl)propanoic acid

Base Information

Chemical Name:2-Acetamido-3-(4-hydroxy-3-methoxyphenyl)propanoic acid
CAS No.:63357-45-9
Molecular Formula:C12H15NO5
Molecular Weight:253.25100
Hs Code.:
DSSTox Substance ID:DTXSID201334412
Metabolomics Workbench ID:41492
Wikidata:Q27160255

Synonyms:N-Acetylvanilalanine;2-ACETAMIDO-3-(4-HYDROXY-3-METHOXYPHENYL)PROPANOIC ACID;63357-45-9;N-acetyl-vanilalanine;N-Acetyl-3-methoxytyrosine;SCHEMBL11316963;CHEBI:88403;DTXSID201334412;AKOS013465745;WS-02506;EN300-323093;Q27160255;Z1201005416

Suppliers and Price of 2-Acetamido-3-(4-hydroxy-3-methoxyphenyl)propanoic acid

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
N-Acetyl-3-methoxytyrosine
100mg
$ 340.00

TRC
N-Acetyl-3-methoxytyrosine
50mg
$ 180.00

Total 4 raw suppliers

Chemical Property of 2-Acetamido-3-(4-hydroxy-3-methoxyphenyl)propanoic acid

Chemical Property:

PSA：95.86000
LogP:0.92350
XLogP3:0.1
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:5
Exact Mass:253.09502258
Heavy Atom Count:18
Complexity:307

Purity/Quality:

99% ^*data from raw suppliers

N-Acetyl-3-methoxytyrosine ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(=O)NC(CC1=CC(=C(C=C1)O)OC)C(=O)O
Uses N-Acetyl-3-methoxytyrosine is an intermediate in the synthesis of rac 3-O-Methyl DOPA (Levodopa EP Impurity C) (M303805), which is an impurity of Levodopa (D533751). A useful marker that can be used to screen for the absense of Aromatic L-amino acid decarboxylase (AADC).

Technology Process of 2-Acetamido-3-(4-hydroxy-3-methoxyphenyl)propanoic acid

There total 8 articles about 2-Acetamido-3-(4-hydroxy-3-methoxyphenyl)propanoic 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: 46.0%

: 2-acetamido-2-(4-hydroxy-3-methoxybenzyl)malonic acid

: 63357-45-9
2-acetamido-3-(4-hydroxy-3-methoxyphenyl)propanoic acid

Guidance literature:: With hydrogenchloride; In water; for 6h; Reflux;
DOI:10.1002/ejoc.201701749

Reference yield:

: 69404-94-0
O-tert-butyldimethylsilylvanillin

: 63357-45-9
2-acetamido-3-(4-hydroxy-3-methoxyphenyl)propanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium tetrahydroborate; ethanol / 1 h / 0 - 20 °C

2.1: phosphorus tribromide / dichloromethane / 0.08 h / 0 °C

3.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0.17 h / 0 °C / Inert atmosphere

3.2: 4 h / 0 °C / Inert atmosphere

4.1: potassium hydroxide / water; ethanol / 3 h / Inert atmosphere; Reflux

5.1: hydrogenchloride / water / 6 h / Reflux

With hydrogenchloride; sodium tetrahydroborate; ethanol; phosphorus tribromide; sodium hydride; potassium hydroxide; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/ejoc.201701749

Reference yield:

: diethyl 2-acetamido-2-{4-[(tert-butyldimethylsilyl)oxy]-3-methoxybenzyl}malonate

: 63357-45-9
2-acetamido-3-(4-hydroxy-3-methoxyphenyl)propanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: potassium hydroxide / water; ethanol / 3 h / Inert atmosphere; Reflux

2: hydrogenchloride / water / 6 h / Reflux

With hydrogenchloride; potassium hydroxide; In ethanol; water;
DOI:10.1002/ejoc.201701749