3'-Methoxyavenalumic acid

Base Information

• Chemical Name: 3'-Methoxyavenalumic acid
• CAS No.: 123022-35-5
• Molecular Formula: C12H12O4
• Molecular Weight: 220.225
• UNII: 98W55A3DKX
• ChEMBL ID: CHEMBL3742265
• Nikkaji Number: J2.675.983H
• Mol file: 123022-35-5.mol

Synonyms:3'-Methoxyavenalumic acid;Avenalumic acid, 3'-methoxy;98W55A3DKX;123022-35-5;UNII-98W55A3DKX;(2E,4E)-5-(4-Hydroxy-3-methoxyphenyl)-2,4-pentadienoic acid;2,4-Pentadienoic acid, 5-(4-hydroxy-3-methoxyphenyl)-, (E,E)-;SCHEMBL4651235;CHEMBL3742265;PZTHQMWVDHEWPY-ZUVMSYQZSA-N;5-(4-hydroxy-3-methoxyphenyl)-2,4-pentadienoic acid;5-(4-hydroxy-3-methoxyphenyl)-penta-2e,4e-dienoic acid;(2E,4E)-5-(4-hydroxy-3-methoxyphenyl)penta-2,4-dienoic acid

Chemical Property of 3'-Methoxyavenalumic acid

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 220.07355886
• Heavy Atom Count: 16
• Complexity: 283

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 3'-Methoxyavenalumic acid

There total 7 articles about 3'-Methoxyavenalumic 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: 100.0%

Methyl 5-(4-Acetoxy-3-methoxyphenyl)-penta-2E,4E-dienoate (878800-15-8) → (2E,4E)-5-[4-hydroxy-3-methoxyphenyl]penta-2,4-dienoic acid (123022-35-5)

Guidance literature:

Methyl 5-(4-Acetoxy-3-methoxyphenyl)-penta-2E,4E-dienoate; With methanol; sodium hydroxide; water; at 20 ℃; for 24h;

With hydrogenchloride; In water; pH=2;

Reference yield: 90.0%

ethyl (2E,4E)-5-[4-hydroxy-3-methoxyphenyl]penta-2,4-dienoate (1093121-07-3) → (2E,4E)-5-[4-hydroxy-3-methoxyphenyl]penta-2,4-dienoic acid (123022-35-5)

Guidance literature:

With potassium hydroxide; water; In methanol; for 4h; Reflux;

DOI:10.1080/00397910802238817

Reference yield: 50.0%

malonic acid (141-82-2) + trans-coniferyl aldehyde (458-36-6) → (2E,4E)-5-[4-hydroxy-3-methoxyphenyl]penta-2,4-dienoic acid (123022-35-5)

Guidance literature:

With piperidine; pyridine; for 1h; Reflux;

DOI:10.1111/cbdd.13758

upstream raw materials:

5-(3-methoxy-4-methoxymethoxy-phenyl)-penta-2,4-dienoic acid

Methyl 5-(4-Acetoxy-3-methoxyphenyl)-penta-2E,4E-dienoate

ethyl (2E,4E)-5-[4-hydroxy-3-methoxyphenyl]penta-2,4-dienoate

malonic acid

Downstream raw materials:

geranyl 5-(4-hydroxy-3-methoxyphenyl)-2,4-pentadienoate

(2E,4E)-5-[4-acetyloxy-3-methoxyphenyl]penta-2,4-dienoic acid

5-(4'-hydroxy-3'-methoxyphenyl)-2E,4E-pentadienoic acid isobutyl amide

5-<4-(benzyloxy)-3-methoxyphenyl>-2,4-pentadienoic acid