1-Boc-4-tert-butyl-5-(5-methoxy-2-methylphenyl)-3,3-dimethyl-2,3-dihydropyrrole

Base Information

• Chemical Name: 1-Boc-4-tert-butyl-5-(5-methoxy-2-methylphenyl)-3,3-dimethyl-2,3-dihydropyrrole
• CAS No.: 1309888-19-4
• Molecular Formula: C₂₃H₃₅NO₃
• Molecular Weight: 373.536

Synonyms:1-Boc-4-tert-butyl-5-(5-methoxy-2-methylphenyl)-3,3-dimethyl-2,3-dihydropyrrole

Chemical Property of 1-Boc-4-tert-butyl-5-(5-methoxy-2-methylphenyl)-3,3-dimethyl-2,3-dihydropyrrole

Chemical Property:

Purity/Quality:

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Technology Process of 1-Boc-4-tert-butyl-5-(5-methoxy-2-methylphenyl)-3,3-dimethyl-2,3-dihydropyrrole

There total 3 articles about 1-Boc-4-tert-butyl-5-(5-methoxy-2-methylphenyl)-3,3-dimethyl-2,3-dihydropyrrole 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: 95.0%

1-Boc-3-tert-butyl-3-hydroxy-2-(5-methoxy-2-methylphenyl)-4,4-dimethylpyrrolidine → 1-Boc-4-tert-butyl-5-(5-methoxy-2-methylphenyl)-3,3-dimethyl-2,3-dihydropyrrole (1309888-19-4)

Guidance literature:

With pyridine; thionyl chloride; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jo2006945

Reference yield:

methoxy-5 methyl-2 α chloro toluene (90416-25-4) → 1-Boc-4-tert-butyl-5-(5-methoxy-2-methylphenyl)-3,3-dimethyl-2,3-dihydropyrrole (1309888-19-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 20 °C / Inert atmosphere

1.2: 16 h / 20 °C / Inert atmosphere

2.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 0.3 h / 40 °C / Inert atmosphere

3.1: pyridine; thionyl chloride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

With pyridine; n-butyllithium; thionyl chloride; sodium hydride; diisopropylamine; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jo2006945

Reference yield:

1-(N-Boc)amino-2,2,4,4-tetramethylpentan-3-one (1239596-77-0) → 1-Boc-4-tert-butyl-5-(5-methoxy-2-methylphenyl)-3,3-dimethyl-2,3-dihydropyrrole (1309888-19-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 20 °C / Inert atmosphere

1.2: 16 h / 20 °C / Inert atmosphere

2.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 0.3 h / 40 °C / Inert atmosphere

3.1: pyridine; thionyl chloride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

With pyridine; n-butyllithium; thionyl chloride; sodium hydride; diisopropylamine; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jo2006945

upstream raw materials:

1-(N-Boc)amino-2,2,4,4-tetramethylpentan-3-one

methoxy-5 methyl-2 α chloro toluene

Downstream raw materials:

1-Boc-4-tert-butyl-5-(5-hydroxy-2-methylphenyl)-3,3-dimethyl-2,3-dihydropyrrole

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