3-[4-(methoxybenzyl)oxy]-4-methyl-N-methoxy-N-methyl-pentanamide

Base Information

• Chemical Name: 3-[4-(methoxybenzyl)oxy]-4-methyl-N-methoxy-N-methyl-pentanamide
• CAS No.: 187819-29-0
• Molecular Formula: C₁₆H₂₅NO₄
• Molecular Weight: 295.379
• Mol file: 187819-29-0.mol

Synonyms:3-[4-(methoxybenzyl)oxy]-4-methyl-N-methoxy-N-methyl-pentanamide

Chemical Property of 3-[4-(methoxybenzyl)oxy]-4-methyl-N-methoxy-N-methyl-pentanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 3-[4-(methoxybenzyl)oxy]-4-methyl-N-methoxy-N-methyl-pentanamide

There total 1 articles about 3-[4-(methoxybenzyl)oxy]-4-methyl-N-methoxy-N-methyl-pentanamide 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: 60.0%

4-methoxybenzyl-2,2,2-trichloroacetimidate + 3-hydroxy-4-methyl-N-methoxy-N-methyl-pentanamide (187819-27-8) → 3-[4-(methoxybenzyl)oxy]-4-methyl-N-methoxy-N-methyl-pentanamide (187819-29-0)

Guidance literature:

With trifluorormethanesulfonic acid; In diethyl ether; at 20 ℃; for 0.5h;

DOI:10.1021/ja027640h

Reference yield: 50.0%

methylmagnesium chloride (676-58-4) + 3-[4-(methoxybenzyl)oxy]-4-methyl-N-methoxy-N-methyl-pentanamide (187819-29-0) → 3-[4-(methoxybenzyl)oxy]-5-methyl-2-hexanone (187819-15-4)

Guidance literature:

With methylmagnesium chloride; In tetrahydrofuran; at -78 - 0 ℃; for 4h;

DOI:10.1021/ja027640h

Reference yield:

3-[4-(methoxybenzyl)oxy]-4-methyl-N-methoxy-N-methyl-pentanamide (187819-29-0) → (3S*,7S*)-1-phenyl-3-hydroxy-7-[4-(methoxybenzyl)oxy]-8-methyl-5-nonanone

Guidance literature:

Multi-step reaction with 2 steps

1.1: 50 percent / MeMgCl / tetrahydrofuran / 4 h / -78 - 0 °C

2.1: i-Pr₂NEt; Bu₂BOTf / diethyl ether / 0.5 h / -78 °C

2.2: diethyl ether / 2 h / -78 °C

With di-n-butylboryl trifluoromethanesulfonate; methylmagnesium chloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether;

DOI:10.1021/ja027640h

upstream raw materials:

3-hydroxy-4-methyl-N-methoxy-N-methyl-pentanamide

Downstream raw materials:

3-[4-(methoxybenzyl)oxy]-5-methyl-2-hexanone