Methyl 2,3,5-trimethoxybenzoate

Base Information

• Chemical Name: Methyl 2,3,5-trimethoxybenzoate
• CAS No.: 110361-77-8
• Molecular Formula: C11H14O5
• Molecular Weight: 226.229
• DSSTox Substance ID: DTXSID301253227
• Nikkaji Number: J3.265.133J
• Mol file: 110361-77-8.mol

Synonyms:methyl 2,3,5-trimethoxybenzoate;110361-77-8;Benzoic acid, 2,3,5-trimethoxy-, methyl ester;ghl.PD_Mitscher_leg0.1014;SCHEMBL644055;DTXSID301253227;2,3,5-Trimethoxybenzoic acid methyl ester

Chemical Property of Methyl 2,3,5-trimethoxybenzoate

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 226.08412354
• Heavy Atom Count: 16
• Complexity: 230

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC(=C(C(=C1)OC)OC)C(=O)OC

Technology Process of Methyl 2,3,5-trimethoxybenzoate

There total 5 articles about Methyl 2,3,5-trimethoxybenzoate 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: 85.0%

methanol (67-56-1) + 2,3,5-trimethoxybenzoic acid (36873-96-8) → methyl 2,3,5-trimethoxybenzoate (110361-77-8)

Guidance literature:

With hydrogenchloride; for 4h; Heating;

Reference yield: 80.0%

methyl 2,3,5-trihydroxybenzoate (110361-76-7) + dimethyl sulfate (77-78-1) → methyl 2,3,5-trimethoxybenzoate (110361-77-8)

Guidance literature:

With potassium carbonate; In acetone; for 12h; Heating;

DOI:10.1016/S0040-4039(00)95755-1

Reference yield:

3-methoxy-2-hydroxybenzaldehyde (148-53-8) → methyl 2,3,5-trimethoxybenzoate (110361-77-8)

Guidance literature:

Multi-step reaction with 4 steps

1: aq. NaOH solution; aqueous .K₂S₂O₈

2: aq. NaOH solution

3: aqueous potassium carbonate-solution; potassium permanganate

4: mineral acid

With sodium hydroxide; potassium permanganate; dipotassium peroxodisulfate; mineral acid; potassium carbonate;

DOI:10.1039/jr9390001922

upstream raw materials:

methanol

2,3,5-trimethoxybenzoic acid

methyl 2,3,5-trihydroxybenzoate

dimethyl sulfate

Downstream raw materials:

1-oxo-1-(2,3,5-trimethoxyphenyl)propan-2-ylphosphonic bis(dimethylamide)

3,5,6-trimethoxyphthalic acid

1-acetoxy-1-(2,3,5-tribenzyloxy-6-chlorophenyl)propan-2-ylphosphonic bis(dimethylamide)

1-acetoxy-1-(2,3,5-tribenzyloxyphenyl)propan-2-ylphosphonic bis(dimethylamide)

Refernces

• 1、 Rao, Rama A. V.,Sreenivasan, N.,Reddy, Reddepa D.,Deshpande V. H.. "REGIOSPECIFIC SYNTHESIS OF 9-ETHOXY-4,5,6,8-TETRAMETHOXY-1,3-DIHYDRONAPHTHO-(2,3-C)FURAN-1-ONE: A KEY SYNTHON OF FREDERICAMYCIN A". . p. 455 - 458. Retrieved 2007/10/02.