2-acetamido-3-(3,4-dimethoxyphenyl)propanoic Acid

Base Information

• Chemical Name: 2-acetamido-3-(3,4-dimethoxyphenyl)propanoic Acid
• CAS No.: 27313-65-1
• Molecular Formula: C13H17 N O5
• Molecular Weight: 267.282
• European Community (EC) Number: 608-083-0,620-644-1
• DSSTox Substance ID: DTXSID20950033
• Mol file: 27313-65-1.mol

Synonyms:27313-65-1;2-acetamido-3-(3,4-dimethoxyphenyl)propanoic Acid;(R,S)-N-acetyl-(3,4-dimethoxyphenyl)-alanine, monohydrate;33043-37-7;N-Acetyl-3-(3,4-dimethoxyphenyl)-D-alanine;SCHEMBL3419160;DTXSID20950033;N-acetyl-3,4-dimethoxyphenylalanine;AKOS005350060;4-(N-Butoxy)Phenyl-4-Trans-PentylcyclohexylBenz;EN300-16733087;3-(3,4-dimethoxyphenyl)-2-acetamidopropanoic acid;N-(1-Hydroxyethylidene)-3-methoxy-O-methyltyrosine;tert-butyl 3-(6-(3-methylisoxazol-5-yl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-yl)piperidine-1-carboxylate

Chemical Property of 2-acetamido-3-(3,4-dimethoxyphenyl)propanoic Acid

Chemical Property:

• Boiling Point: 502.5±50.0 °C(Predicted)
• PKA: 3.15±0.10(Predicted)
• PSA: 84.86000
• Density: 1.210±0.06 g/cm3(Predicted)
• LogP: 1.22650
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 267.11067264
• Heavy Atom Count: 19
• Complexity: 320

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC(CC1=CC(=C(C=C1)OC)OC)C(=O)O

Technology Process of 2-acetamido-3-(3,4-dimethoxyphenyl)propanoic Acid

There total 4 articles about 2-acetamido-3-(3,4-dimethoxyphenyl)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: 94.0%

2-acetylamino-3-(3,4-dimethoxy-1-phenyl)-2-propenoic acid (76313-28-5) → N-acetyl-3,4-dimethoxyphenylalanine (27313-65-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1021/ja00226a035

Reference yield:

(Z)-4-(3,4-dimethoxybenzylidene)-2-methyl-5(4H)-oxazolone (38879-47-9,41888-65-7) → N-acetyl-3,4-dimethoxyphenylalanine (27313-65-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 51 percent / water / acetone / Heating

2: 94 percent / H₂ / 5 percent Pd/C / methanol

With water; hydrogen; palladium on activated charcoal; In methanol; acetone;

DOI:10.1021/ja00226a035

Reference yield:

3,4-dimethoxy-benzaldehyde (120-14-9) → N-acetyl-3,4-dimethoxyphenylalanine (27313-65-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 60 percent / acetic anhydride, NaOAc / acetic acid / 1.) 80 deg C, 10 min, 2.) 143 deg C, 1 h

2: 51 percent / water / acetone / Heating

3: 94 percent / H₂ / 5 percent Pd/C / methanol

With water; hydrogen; sodium acetate; acetic anhydride; palladium on activated charcoal; In methanol; acetic acid; acetone;

DOI:10.1021/ja00226a035

upstream raw materials:

2-acetylamino-3-(3,4-dimethoxy-1-phenyl)-2-propenoic acid

(Z)-4-(3,4-dimethoxybenzylidene)-2-methyl-5(4H)-oxazolone

3,4-dimethoxy-benzaldehyde

Downstream raw materials:

ethyl 2-acetamido-3-(3,4-dimethoxyphenyl)propanoate

(S)-3,4-dimethoxyphenylalanine

DL-N-<α-Hydroxymethyl-3.4-dimethoxy-phenaethyl>-acetamid

(+/-)-2-amino-3-(3,4-dimethoxy-phenyl)-propan-1-ol

Refernces