Methyl 4-acetamido-2-hydroxy-3-(2-hydroxyethyl)benzoate

Base Information

• Chemical Name: Methyl 4-acetamido-2-hydroxy-3-(2-hydroxyethyl)benzoate
• CAS No.: 202664-85-5
• Molecular Formula: C12H15 NO5
• Molecular Weight: 253.255
• DSSTox Substance ID: DTXSID10443808
• Wikidata: Q72434598
• Mol file: 202664-85-5.mol

Synonyms:Methyl 4-acetamido-2-hydroxy-3-(2-hydroxyethyl)benzoate;202664-85-5;SCHEMBL19211610;DTXSID10443808;Methyl4-acetamido-2-hydroxy-3-(2-hydroxyethyl)benzoate

Chemical Property of Methyl 4-acetamido-2-hydroxy-3-(2-hydroxyethyl)benzoate

Chemical Property:

• Boiling Point: 483℃
• PKA: 9.39±0.40(Predicted)
• Flash Point: 246℃
• PSA: 99.35000
• Density: 1.338
• LogP: 1.32150
• XLogP3: 0.7
• 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:

98%Min ^*data from raw suppliers

Methyl4-acetaMido-2-hydroxy-3-(2-hydroxyethyl)benzoate 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=C(C(=C(C=C1)C(=O)OC)O)CCO

Technology Process of Methyl 4-acetamido-2-hydroxy-3-(2-hydroxyethyl)benzoate

There total 5 articles about Methyl 4-acetamido-2-hydroxy-3-(2-hydroxyethyl)benzoate 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:

4-(acetylamino)-2-hydroxy-3-(2-oxoethyl)benzoic acid methyl ester (202664-83-3) → methyl 4-acetylamino-2-hydroxy-3-(2-hydroxyethyl)benzoate (202664-85-5)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 - 25 ℃; for 2h; Yield given;

DOI:10.1248/cpb.46.42

Reference yield:

methyl 4-acetamido-2-hydroxybenzoate (4093-28-1) → methyl 4-acetylamino-2-hydroxy-3-(2-hydroxyethyl)benzoate (202664-85-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 95.5 percent / K₂CO₃, tetra-n-butylammonium chloride / acetonitrile / 22 h / Heating

2: 94.9 percent / N-methylpyrrolidone / 1.5 h / Heating

3: OsO₄ / diethyl ether; H₂O / 0.17 h / 20 - 25 °C

4: NaIO₄ / diethyl ether; H₂O / 12 h / 20 - 25 °C

5: NaBH₄ / methanol / 2 h / 20 - 25 °C

With 1-methyl-pyrrolidin-2-one; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; tetrabutyl-ammonium chloride; potassium carbonate; In methanol; diethyl ether; water; acetonitrile;

DOI:10.1248/cpb.46.42

Reference yield:

methyl 2-allyloxy-4-acetylaminobenzoate (91958-13-3) → methyl 4-acetylamino-2-hydroxy-3-(2-hydroxyethyl)benzoate (202664-85-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 94.9 percent / N-methylpyrrolidone / 1.5 h / Heating

2: OsO₄ / diethyl ether; H₂O / 0.17 h / 20 - 25 °C

3: NaIO₄ / diethyl ether; H₂O / 12 h / 20 - 25 °C

4: NaBH₄ / methanol / 2 h / 20 - 25 °C

With 1-methyl-pyrrolidin-2-one; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; In methanol; diethyl ether; water;

DOI:10.1248/cpb.46.42

upstream raw materials:

4-(acetylamino)-2-hydroxy-3-(2-oxoethyl)benzoic acid methyl ester

methyl 4-acetamido-2-hydroxybenzoate

methyl 2-allyloxy-4-acetylaminobenzoate

methyl 2-hydroxy-3-allyl-4-acetaminobenzoate

Downstream raw materials:

prucalopride succinate

4-acetamido-5-chloro-2,3-dihydrobenzofuran-7-carboxylic acid methyl ester

4-amino-5-chloro-2,3-dihydrobenzo[b]furan-7-carboxylic acid

methyl 4-acetylamino-2,3-dihydrobenzo[b]furan-7-carboxylate

Refernces