5-acetoxy-5-(t-butoxycarbonyl)-1,5-dihydro-3-methyl-4-(p-tolyl)-2H-pyrrol-2-one

Base Information

• Chemical Name: 5-acetoxy-5-(t-butoxycarbonyl)-1,5-dihydro-3-methyl-4-(p-tolyl)-2H-pyrrol-2-one
• CAS No.: 263898-73-3
• Molecular Formula: C₁₉H₂₃NO₅
• Molecular Weight: 345.395

Synonyms:5-acetoxy-5-(t-butoxycarbonyl)-1,5-dihydro-3-methyl-4-(p-tolyl)-2H-pyrrol-2-one

Chemical Property of 5-acetoxy-5-(t-butoxycarbonyl)-1,5-dihydro-3-methyl-4-(p-tolyl)-2H-pyrrol-2-one

Chemical Property:

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Technology Process of 5-acetoxy-5-(t-butoxycarbonyl)-1,5-dihydro-3-methyl-4-(p-tolyl)-2H-pyrrol-2-one

There total 2 articles about 5-acetoxy-5-(t-butoxycarbonyl)-1,5-dihydro-3-methyl-4-(p-tolyl)-2H-pyrrol-2-one 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: 93.0%

lead(IV) tetraacetate (546-67-8) + t-butyl 5-iodo-4-methyl-3-(p-tolyl)-2-pyrrolecarboxylate (263898-69-7) → 5-acetoxy-5-(t-butoxycarbonyl)-1,5-dihydro-3-methyl-4-(p-tolyl)-2H-pyrrol-2-one (263898-73-3)

Guidance literature:

In toluene; at 20 ℃;

DOI:10.1246/bcsj.73.497

Reference yield:

4-methyl-3-p-tolyl-1H-pyrrole-2-carboxylic acid tert-butyl ester → 5-acetoxy-5-(t-butoxycarbonyl)-1,5-dihydro-3-methyl-4-(p-tolyl)-2H-pyrrol-2-one (263898-73-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / N-iodosuccinimide / acetone / 20 °C

2: 93 percent / toluene / 20 °C

With N-iodo-succinimide; In acetone; toluene; 1: Iodination / 2: Acetoxylation;

DOI:10.1246/bcsj.73.497

Reference yield: 87.0%

p-toluene sulfinic acid (536-57-2) + 5-acetoxy-5-(t-butoxycarbonyl)-1,5-dihydro-3-methyl-4-(p-tolyl)-2H-pyrrol-2-one (263898-73-3) → 3-Methyl-5-(toluene-4-sulfonyl)-4-p-tolyl-1,5-dihydro-pyrrol-2-one (152656-88-7)

Guidance literature:

With boron trifluoride diethyl etherate; In toluene; at 0 - 20 ℃;

DOI:10.1246/bcsj.73.497

upstream raw materials:

lead(IV) tetraacetate

t-butyl 5-iodo-4-methyl-3-(p-tolyl)-2-pyrrolecarboxylate

Downstream raw materials:

3-Methyl-5-(toluene-4-sulfonyl)-4-p-tolyl-1,5-dihydro-pyrrol-2-one

diethyl 1,5-dihydro-4-methyl-5-oxo-3-(p-tolyl)-2H-pyrrol-2-ylphosphonate

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