N¹-((diethylamino)ethyl)-N⁴-(1-(1-(methoxy(methyl)amino)-4-methyl-1-oxopentan-2-ylamino)-4-methyl-1-oxopentane-2-yl)terephthalamide

Base Information

• Chemical Name: N¹-((diethylamino)ethyl)-N⁴-(1-(1-(methoxy(methyl)amino)-4-methyl-1-oxopentan-2-ylamino)-4-methyl-1-oxopentane-2-yl)terephthalamide
• CAS No.: 869805-68-5
• Molecular Formula: C₂₈H₄₇N₅O₅
• Molecular Weight: 533.712

Synonyms:N¹-((diethylamino)ethyl)-N⁴-(1-(1-(methoxy(methyl)amino)-4-methyl-1-oxopentan-2-ylamino)-4-methyl-1-oxopentane-2-yl)terephthalamide

Chemical Property of N¹-((diethylamino)ethyl)-N⁴-(1-(1-(methoxy(methyl)amino)-4-methyl-1-oxopentan-2-ylamino)-4-methyl-1-oxopentane-2-yl)terephthalamide

Chemical Property:

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Technology Process of N¹-((diethylamino)ethyl)-N⁴-(1-(1-(methoxy(methyl)amino)-4-methyl-1-oxopentan-2-ylamino)-4-methyl-1-oxopentane-2-yl)terephthalamide

There total 4 articles about N¹-((diethylamino)ethyl)-N⁴-(1-(1-(methoxy(methyl)amino)-4-methyl-1-oxopentan-2-ylamino)-4-methyl-1-oxopentane-2-yl)terephthalamide 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: 41.0%

lithium 4-(((diethylamino)ethyl)carbamoyl)benzoate + (S)-2-Amino-4-methyl-pentanoic acid [(S)-1-(methoxy-methyl-carbamoyl)-3-methyl-butyl]-amide; compound with trifluoro-acetic acid → N1-((diethylamino)ethyl)-N4-(1-(1-(methoxy(methyl)amino)-4-methyl-1-oxopentan-2-ylamino)-4-methyl-1-oxopentane-2-yl)terephthalamide (869805-68-5)

Guidance literature:

lithium 4-(((diethylamino)ethyl)carbamoyl)benzoate; With benzotriazoyloxytris[diethylamino]phosphonium hexafluorophosphate; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.25h;

(S)-2-Amino-4-methyl-pentanoic acid [(S)-1-(methoxy-methyl-carbamoyl)-3-methyl-butyl]-amide; compound with trifluoro-acetic acid; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jm050181l

Reference yield:

1,4-benzenedicarboxylic acid dimethyl ester (120-61-6) → N1-((diethylamino)ethyl)-N4-(1-(1-(methoxy(methyl)amino)-4-methyl-1-oxopentan-2-ylamino)-4-methyl-1-oxopentane-2-yl)terephthalamide (869805-68-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Al(CH₃)3 / CH₂Cl₂; hexane / 2 h / 0 - 5 °C

1.2: 70 percent / CH₂Cl₂; hexane / 77 h / Heating

2.1: 100 percent / aq. lithium hydroxide / tetrahydrofuran / 1 h / 20 °C

3.1: benzotriazoyloxytris[diethylamino]phosphonium*PF₆; Et₃N / dimethylformamide / 0.25 h / 20 °C

3.2: 41 percent / dimethylformamide / 20 °C

With lithium hydroxide; benzotriazoyloxytris[diethylamino]phosphonium hexafluorophosphate; trimethylaluminum; triethylamine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm050181l

Reference yield:

N,N-diethylethylenediamine (100-36-7) → N1-((diethylamino)ethyl)-N4-(1-(1-(methoxy(methyl)amino)-4-methyl-1-oxopentan-2-ylamino)-4-methyl-1-oxopentane-2-yl)terephthalamide (869805-68-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Al(CH₃)3 / CH₂Cl₂; hexane / 2 h / 0 - 5 °C

1.2: 70 percent / CH₂Cl₂; hexane / 77 h / Heating

2.1: 100 percent / aq. lithium hydroxide / tetrahydrofuran / 1 h / 20 °C

3.1: benzotriazoyloxytris[diethylamino]phosphonium*PF₆; Et₃N / dimethylformamide / 0.25 h / 20 °C

3.2: 41 percent / dimethylformamide / 20 °C

With lithium hydroxide; benzotriazoyloxytris[diethylamino]phosphonium hexafluorophosphate; trimethylaluminum; triethylamine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm050181l

upstream raw materials:

1,4-benzenedicarboxylic acid dimethyl ester

N,N-diethylethylenediamine

methyl 4-(((diethylamino)ethyl)carbamoyl)benzoate

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