1-[N-Boc-N-(5-methoxy-2-methylbenzyl)]amino-2,2,4,4-tetramethylpentan-3-one

Base Information

• Chemical Name: 1-[N-Boc-N-(5-methoxy-2-methylbenzyl)]amino-2,2,4,4-tetramethylpentan-3-one
• CAS No.: 1309888-10-5
• Molecular Formula: C₂₃H₃₇NO₄
• Molecular Weight: 391.551

Synonyms:1-[N-Boc-N-(5-methoxy-2-methylbenzyl)]amino-2,2,4,4-tetramethylpentan-3-one

Chemical Property of 1-[N-Boc-N-(5-methoxy-2-methylbenzyl)]amino-2,2,4,4-tetramethylpentan-3-one

Chemical Property:

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Technology Process of 1-[N-Boc-N-(5-methoxy-2-methylbenzyl)]amino-2,2,4,4-tetramethylpentan-3-one

There total 1 articles about 1-[N-Boc-N-(5-methoxy-2-methylbenzyl)]amino-2,2,4,4-tetramethylpentan-3-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: 90.0%

1-(N-Boc)amino-2,2,4,4-tetramethylpentan-3-one (1239596-77-0) + methoxy-5 methyl-2 α chloro toluene (90416-25-4) → 1-[N-Boc-N-(5-methoxy-2-methylbenzyl)]amino-2,2,4,4-tetramethylpentan-3-one (1309888-10-5)

Guidance literature:

1-(N-Boc)amino-2,2,4,4-tetramethylpentan-3-one; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 1h; Inert atmosphere;

methoxy-5 methyl-2 α chloro toluene; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jo2006945

Reference yield: 79.0%

1-[N-Boc-N-(5-methoxy-2-methylbenzyl)]amino-2,2,4,4-tetramethylpentan-3-one (1309888-10-5) → 1-Boc-3-tert-butyl-3-hydroxy-2-(5-methoxy-2-methylphenyl)-4,4-dimethylpyrrolidine + 1-Boc-3-tert-butyl-3-hydroxy-2-(5-methoxy-2-methylphenyl)-4,4-dimethylpyrrolidine

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at 40 ℃; for 0.3h; Inert atmosphere;

DOI:10.1021/jo2006945

Reference yield:

1-[N-Boc-N-(5-methoxy-2-methylbenzyl)]amino-2,2,4,4-tetramethylpentan-3-one (1309888-10-5) → 1-Boc-4-tert-butyl-5-(5-hydroxy-2-methylphenyl)-3,3-dimethyl-2,3-dihydropyrrole (1309888-21-8)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: sodium thiomethoxide / N,N-dimethyl-formamide / 0.67 h / 150 °C / Inert atmosphere

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

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

N-Boc-N-(2,2,4,4-tetramethyl-3-oxopentyl)-5-hydroxy-2-methylbenzamide

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