4-(4-Formyl-2-methoxy-5-nitro-phenoxy)-butyric acid methyl ester

Base Information

• Chemical Name: 4-(4-Formyl-2-methoxy-5-nitro-phenoxy)-butyric acid methyl ester
• CAS No.: 176375-42-1
• Molecular Formula: C13H15NO7
• Molecular Weight: 297.265
• DSSTox Substance ID: DTXSID40452761
• Wikidata: Q82273578
• Mol file: 176375-42-1.mol

Synonyms:176375-42-1;4-(4-formyl-2-methoxy-5-nitro-phenoxy)-butyric acid methyl ester;methyl 4-(4-formyl-2-methoxy-5-nitrophenoxy)butanoate;SCHEMBL3942989;DTXSID40452761;IAYUODHBFOOQCA-UHFFFAOYSA-N;EN300-17968294;Z415715560;Methyl 4-(4'-formyl-2'-methoxy-5'-nitrophenoxy)butanoate

Chemical Property of 4-(4-Formyl-2-methoxy-5-nitro-phenoxy)-butyric acid methyl ester

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 8
• Exact Mass: 297.08485182
• Heavy Atom Count: 21
• Complexity: 368

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C(=C1)C=O)[N+](=O)[O-])OCCCC(=O)OC

Technology Process of 4-(4-Formyl-2-methoxy-5-nitro-phenoxy)-butyric acid methyl ester

There total 9 articles about 4-(4-Formyl-2-methoxy-5-nitro-phenoxy)-butyric acid methyl ester 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%

4-(4-formyl-2-methoxyphenoxy)butanoic acid methyl ester (176375-41-0) → 4-(4-formyl-2-methoxy-5-nitrophenoxy)butanoic acid methyl ester (176375-42-1)

Guidance literature:

With potassium nitrate; trifluoroacetic acid; at 0 - 20 ℃; for 1h;

Reference yield: 80.0%

Methyl 4-bromobutyrate (4897-84-1) + 6-nitrovanillin (2454-72-0) → 4-(4-formyl-2-methoxy-5-nitrophenoxy)butanoic acid methyl ester (176375-42-1)

Guidance literature:

6-nitrovanillin; With potassium carbonate; In acetonitrile; at 20 ℃; for 0.25h;

Methyl 4-bromobutyrate; In acetonitrile; at 90 ℃; for 12h;

DOI:10.1039/c9cc09449k

Reference yield:

Methyl 4-bromobutyrate (4897-84-1) → 4-(4-formyl-2-methoxy-5-nitrophenoxy)butanoic acid methyl ester (176375-42-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / K₂CO₃ / dimethylformamide / 16 h / 20 °C

2: Ac₂O; aq. HNO₃ / 2.5 h / 0 °C

With nitric acid; acetic anhydride; potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1021/jm051199z

upstream raw materials:

4-(4-formyl-2-methoxyphenoxy)butanoic acid methyl ester

Methyl 4-bromobutyrate

vanillin

methyl 4-chlorobutyrate

Downstream raw materials:

methyl 4-(4-(hydroxymethyl)-2-methoxy-5-nitrophenoxy)butanoate

methyl 4-[4-(1-hydroxyethyl)-2-methoxy-5-nitrophenoxy]butyrate

4-[(3'-methoxycarbonylpropyl)oxy]-3-methoxy-2-nitrobenzoic acid

4-[5-amino-4-((2S)-2-hydroxymethylpyrrolidine-1-carbonyl)-2-methoxyphenoxy]butanoic acid methyl ester