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

Base Information

• Chemical Name: 4-[(3'-methoxycarbonylpropyl)oxy]-3-methoxy-2-nitrobenzoic acid
• CAS No.: 349536-24-9
• Molecular Formula: C₁₃H₁₅NO₈
• Molecular Weight: 313.264
• Mol file: 349536-24-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 9 articles about 4-[(3'-methoxycarbonylpropyl)oxy]-3-methoxy-2-nitrobenzoic 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: 90.0%

4-(4-formyl-2-methoxy-5-nitrophenoxy)butanoic acid methyl ester (176375-42-1) → 4-[(3'-methoxycarbonylpropyl)oxy]-3-methoxy-2-nitrobenzoic acid (349536-24-9)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; In cyclohexane; water; tert-butyl alcohol; at 20 ℃; for 2h;

DOI:10.1039/c9gc03351c

Reference yield: 82.6%

methanol (67-56-1) + 4-[(3'-carboxypropyl)oxy]-3-methoxy-2-nitrobenzoic acid (349536-23-8) → 4-[(3'-methoxycarbonylpropyl)oxy]-3-methoxy-2-nitrobenzoic acid (349536-24-9)

Guidance literature:

With toluene-4-sulfonic acid; at 20 ℃; for 4h;

DOI:10.1021/ja005658r

Reference yield:

Methyl 4-bromobutyrate (4897-84-1) → 4-[(3'-methoxycarbonylpropyl)oxy]-3-methoxy-2-nitrobenzoic acid (349536-24-9)

Guidance literature:

Multi-step reaction with 3 steps

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

2: Ac₂O; aq. HNO₃ / 2.5 h / 0 °C

3: 31 g / aq. KMnO₄ / acetone / 1 h

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

DOI:10.1021/jm051199z

upstream raw materials:

methanol

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

4-(4-formyl-2-methoxy-5-nitrophenoxy)butanoic acid methyl ester

Methyl 4-bromobutyrate

Downstream raw materials:

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

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

(S)-methyl 4-(4-(4-((7-methoxy-5-oxo-2,3,5,11a-tetrahydro-1Hpyrrolo[2,1-c][1,4]benzodiazepin-8-yl)oxy)butanamido)phenyl)-1-methyl-1H-pyrrole-2-carboxylate

(S)-methyl 4-(4-(4-(4-(4-((7-methoxy-5-oxo-2,3,5,11a-tetrahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepin-8-yl)oxy)butanamido)phenyl)-1-methyl-1H-pyrrole-2-carboxamido)phenyl)-1-methyl-1H-pyrrole-2-carboxylate