2-(3,4-dimethoxyphenyl)-2-isopropyl-N⁵-(o-azido-phenethyl)-N⁵-methyl-1,5-pentanediamine

Base Information

• Chemical Name: 2-(3,4-dimethoxyphenyl)-2-isopropyl-N⁵-(o-azido-phenethyl)-N⁵-methyl-1,5-pentanediamine
• CAS No.: 251317-78-9
• Molecular Formula: C₂₅H₃₇N₅O₂
• Molecular Weight: 439.601

Synonyms:2-(3,4-dimethoxyphenyl)-2-isopropyl-N⁵-(o-azido-phenethyl)-N⁵-methyl-1,5-pentanediamine

Chemical Property of 2-(3,4-dimethoxyphenyl)-2-isopropyl-N⁵-(o-azido-phenethyl)-N⁵-methyl-1,5-pentanediamine

Chemical Property:

Purity/Quality:

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Technology Process of 2-(3,4-dimethoxyphenyl)-2-isopropyl-N⁵-(o-azido-phenethyl)-N⁵-methyl-1,5-pentanediamine

There total 9 articles about 2-(3,4-dimethoxyphenyl)-2-isopropyl-N⁵-(o-azido-phenethyl)-N⁵-methyl-1,5-pentanediamine 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: 97.0%

N1-t-butoxycarbonyl-2-(3,4-dimethoxyphenyl)-2-isopropyl-N5-(o-azido-phenethyl)-N5-methyl-1,5-pentanediamine (251317-77-8) → 2-(3,4-dimethoxyphenyl)-2-isopropyl-N5-(o-azido-phenethyl)-N5-methyl-1,5-pentanediamine (251317-78-9)

Guidance literature:

With hydrogenchloride; In ethyl acetate; at 20 ℃; for 12h;

DOI:10.1016/S0968-0896(99)00104-2

Reference yield:

2-(3,4-dimethoxyphenyl)-3-methylbutyronitrile (20850-49-1) → 2-(3,4-dimethoxyphenyl)-2-isopropyl-N5-(o-azido-phenethyl)-N5-methyl-1,5-pentanediamine (251317-78-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 80 percent / LDA / tetrahydrofuran; hexane / -50 - 20 °C

2: 75 percent / LiAlH₄; AlCl₃ / diethyl ether / 16 h / 20 °C

3: 81 percent / Et₃N / tetrahydrofuran / 16 h / 20 °C

4: 94 percent / Et₃N / diethyl ether / 1.5 h / -20 °C

5: 45 percent / acetonitrile / 7 h / 60 °C

6: 97 percent / 6N HCl / ethyl acetate / 12 h / 20 °C

With hydrogenchloride; lithium aluminium tetrahydride; aluminium trichloride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; ethyl acetate; acetonitrile; 1: Substitution / 2: Reduction / 3: Acylation / 4: Substitution / 5: Substitution / 6: Hydrolysis;

DOI:10.1016/S0968-0896(99)00104-2

Reference yield:

2-(o-azidophenyl)propylamin (146954-29-2) → 2-(3,4-dimethoxyphenyl)-2-isopropyl-N5-(o-azido-phenethyl)-N5-methyl-1,5-pentanediamine (251317-78-9)

Guidance literature:

Multi-step reaction with 4 steps

1: diethyl ether / 0.5 h

2: KOH / acetone / 0.08 h / Heating

3: 45 percent / acetonitrile / 7 h / 60 °C

4: 97 percent / 6N HCl / ethyl acetate / 12 h / 20 °C

With hydrogenchloride; potassium hydroxide; In diethyl ether; ethyl acetate; acetone; acetonitrile; 1: Acylation / 2: Methylation / 3: Substitution / 4: Hydrolysis;

DOI:10.1016/S0968-0896(99)00104-2

upstream raw materials:

N¹-t-butoxycarbonyl-2-(3,4-dimethoxyphenyl)-2-isopropyl-N⁵-(o-azido-phenethyl)-N⁵-methyl-1,5-pentanediamine

2-(3,4-dimethoxyphenyl)-3-methylbutyronitrile

2-(o-azidophenyl)propylamin

(o-azidophenethyl)(methyl)amine

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