3-(4-chlorophenyl)-5-nitro-4-p-tolyl-pentanoic acid methyl ester

Base Information

• Chemical Name: 3-(4-chlorophenyl)-5-nitro-4-p-tolyl-pentanoic acid methyl ester
• CAS No.: 1401520-05-5
• Molecular Formula: C₁₉H₂₀ClNO₄
• Molecular Weight: 361.825
• Mol file: 1401520-05-5.mol

Synonyms:3-(4-chlorophenyl)-5-nitro-4-p-tolyl-pentanoic acid methyl ester

Chemical Property of 3-(4-chlorophenyl)-5-nitro-4-p-tolyl-pentanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 3-(4-chlorophenyl)-5-nitro-4-p-tolyl-pentanoic acid methyl ester

There total 1 articles about 3-(4-chlorophenyl)-5-nitro-4-p-tolyl-pentanoic 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:

methanol (67-56-1) + 4-methyl-β-nitrostyrene (7559-36-6,5153-68-4) + 4-chlorocinnamaldehyde (1075-77-0) → 3-(4-chlorophenyl)-5-nitro-4-p-tolyl-pentanoic acid methyl ester (1401520-05-5) + C19H20ClNO4

Guidance literature:

With (5aR,10bS)-2-(2,6-diethylphenyl)-4,5a,6,10b-tetrahydroindeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazin-2-ium tetrafluoroborate; potassium hydrogencarbonate; In toluene; at 20 ℃; for 24h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1002/anie.201203449

Reference yield: 72.0%

3-(4-chlorophenyl)-5-nitro-4-p-tolyl-pentanoic acid methyl ester (1401520-05-5) → 3-(4-chlorophenyl)-5-nitro-4-p-tolyl-pentan-1-ol (1401520-76-0)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at 20 - 40 ℃; for 3h; Inert atmosphere;

DOI:10.1002/anie.201203449

Reference yield:

3-(4-chlorophenyl)-5-nitro-4-p-tolyl-pentanoic acid methyl ester (1401520-05-5) → 3-(4-chlorophenyl)-5-nitro-4-p-tolyl-pentanal (1401520-10-2)

Guidance literature:

Multi-step reaction with 2 steps

1: diisobutylaluminium hydride / toluene / 3 h / 20 - 40 °C / Inert atmosphere

2: Dess-Martin periodane / dichloromethane / 0 - 20 °C / Inert atmosphere

With diisobutylaluminium hydride; Dess-Martin periodane; In dichloromethane; toluene;

DOI:10.1002/anie.201203449

upstream raw materials:

methanol

4-methyl-β-nitrostyrene

4-chlorocinnamaldehyde

Downstream raw materials:

3-(4-chlorophenyl)-5-nitro-4-p-tolyl-pentan-1-ol

3-(4-chlorophenyl)-5-nitro-4-p-tolyl-pentanal

3-(4-chlorophenyl)-5-nitro-4-p-tolyl-cyclopentanol