2-Acetamido-3-(3,4-diacetyloxyphenyl)prop-2-enoic acid

Base Information

• Chemical Name: 2-Acetamido-3-(3,4-diacetyloxyphenyl)prop-2-enoic acid
• CAS No.: 65329-03-5
• Molecular Formula: C15H15NO7
• Molecular Weight: 321.287
• DSSTox Substance ID: DTXSID60355861

Synonyms:65329-03-5;2-ACETAMIDO-3-(3,4-DIACETOXYPHENYL)-2-PROPENOIC ACID;2-acetamido-3-(3,4-diacetyloxyphenyl)prop-2-enoic acid;SCHEMBL2457630;DTXSID60355861;AKOS030240130;AB51483;FT-0661018;2-Acetamido-3-[3,4-bis(acetyloxy)phenyl]prop-2-enoic acid

Chemical Property of 2-Acetamido-3-(3,4-diacetyloxyphenyl)prop-2-enoic acid

Chemical Property:

• Appearance/Colour: yellow solid
• Melting Point: 187-188°C
• Boiling Point: 582.7 °C at 760 mmHg
• Flash Point: 306.2 °C
• PSA: 119.00000
• Density: 1.344 g/cm³
• LogP: 1.48970
• Solubility.: Chloroform, DMSO
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 7
• Exact Mass: 321.08485182
• Heavy Atom Count: 23
• Complexity: 526

Purity/Quality:

98%min ^*data from raw suppliers

2-Acetamido-3-(3,4-diacetoxyphenyl)-2-propenoicAcid ^*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)OC(=O)C)OC(=O)C)C(=O)O

Technology Process of 2-Acetamido-3-(3,4-diacetyloxyphenyl)prop-2-enoic acid

There total 9 articles about 2-Acetamido-3-(3,4-diacetyloxyphenyl)prop-2-enoic 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: 91.0%

(Z)-4-((2-methyl-5-oxooxazol-4(5H)-ylidene)methyl)-1,2-phenylene diacetate (87950-39-8) → 2-(acetylamino)-3-[3,4-bis(acetyloxy)phenyl]-(2Z)-2-propenoic acid (65329-03-5,1162198-63-1)

Guidance literature:

With water; sodium acetate; In acetone; at 100 ℃; for 1h;

DOI:10.1055/s-1992-26228

Reference yield: 88.0%

2-methyl-4-(3,4-diacetoxybenzylidene)oxazolone (87950-39-8) → α-acetylamino-β-(3,4-diacetoxyphenyl)acrylic acid (65329-03-5,1162198-63-1)

Guidance literature:

With water; In acetone; for 4h; Reflux;

DOI:10.14233/ajchem.2013.14496

Reference yield: 75.0%

acetic anhydride (108-24-7) + N-acetylglycine (543-24-8) + 3,4-dihydroxybenzaldehyde (139-85-5) → 2-(acetylamino)-3-[3,4-bis(acetyloxy)phenyl]-(2Z)-2-propenoic acid (65329-03-5,1162198-63-1)

Guidance literature:

With sodium acetate; at 120 ℃; for 2h;

upstream raw materials:

acetic anhydride

N-acetylglycine

3,4-dihydroxybenzaldehyde

(Z)-4-((2-methyl-5-oxooxazol-4(5H)-ylidene)methyl)-1,2-phenylene diacetate

Downstream raw materials:

3,4-diacetoxy-N-acetyl-phenylalanine

(Z)-2-acetoxy-3-(3,4-dihydroxyphenyl)acrylic acid

danshensu

IDHP

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