N₁-[2-((1S)-1-[tert-butylcarbamoylamino(3-[tert-butylcarbamoylamino]propyl)amino]-4-[di(3-[tert-butylcarbamoylamino]propyl)amino]butylcarboxamido)ethyl]-3,4-di[oleyloxy]benzamide

Base Information

• Chemical Name: N₁-[2-((1S)-1-[tert-butylcarbamoylamino(3-[tert-butylcarbamoylamino]propyl)amino]-4-[di(3-[tert-butylcarbamoylamino]propyl)amino]butylcarboxamido)ethyl]-3,4-di[oleyloxy]benzamide
• CAS No.: 464926-02-1
• Molecular Formula: C₇₉H₁₄₃N₇O₁₂
• Molecular Weight: 1383.04

Synonyms:N₁-[2-((1S)-1-[tert-butylcarbamoylamino(3-[tert-butylcarbamoylamino]propyl)amino]-4-[di(3-[tert-butylcarbamoylamino]propyl)amino]butylcarboxamido)ethyl]-3,4-di[oleyloxy]benzamide

Chemical Property of N₁-[2-((1S)-1-[tert-butylcarbamoylamino(3-[tert-butylcarbamoylamino]propyl)amino]-4-[di(3-[tert-butylcarbamoylamino]propyl)amino]butylcarboxamido)ethyl]-3,4-di[oleyloxy]benzamide

Chemical Property:

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Safty Information:

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Technology Process of N₁-[2-((1S)-1-[tert-butylcarbamoylamino(3-[tert-butylcarbamoylamino]propyl)amino]-4-[di(3-[tert-butylcarbamoylamino]propyl)amino]butylcarboxamido)ethyl]-3,4-di[oleyloxy]benzamide

There total 6 articles about N₁-[2-((1S)-1-[tert-butylcarbamoylamino(3-[tert-butylcarbamoylamino]propyl)amino]-4-[di(3-[tert-butylcarbamoylamino]propyl)amino]butylcarboxamido)ethyl]-3,4-di[oleyloxy]benzamide 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%

Nα-tert-butylcarbamoyl-Nα,Nδ,Nδ-tris(3-[tert-butylcarbamoylamino]propyl)ornithine (464926-00-9) + N1-(2-aminoethyl)-3,4-di(oleyloxy)-benzamide (464926-01-0) → N1-[2-((1S)-1-[tert-butylcarbamoylamino(3-[tert-butylcarbamoylamino]propyl)amino]-4-[di(3-[tert-butylcarbamoylamino]propyl)amino]butylcarboxamido)ethyl]-3,4-di[oleyloxy]benzamide (464926-02-1)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane; for 6h;

DOI:10.1021/jm020233w

Reference yield:

L-ornithine hydrochloride (3184-13-2,36630-89-4) → N1-[2-((1S)-1-[tert-butylcarbamoylamino(3-[tert-butylcarbamoylamino]propyl)amino]-4-[di(3-[tert-butylcarbamoylamino]propyl)amino]butylcarboxamido)ethyl]-3,4-di[oleyloxy]benzamide (464926-02-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 62 percent / NaOH / methanol / 24 h / 20 °C

2: 100 percent Spectr_. / NaOH; H₂ / Raney nickel / aq. ethanol; H₂O / 16 h / 20 °C / 3102.89 Torr

3: 89 percent / 4 M NaOH / tetrahydrofuran; H₂O / 6 h / 20 °C

4: 90 percent / 1-hydroxybenzotriazole; N,N'-dicyclohexylcarbodiimide / CH₂Cl₂ / 6 h

With sodium hydroxide; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; nickel; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; 1: Michael addition;

DOI:10.1021/jm020233w

Reference yield:

Nα,Nδ,Nδ-tris(2-cyanoethyl)ornithine hydrochloride → N1-[2-((1S)-1-[tert-butylcarbamoylamino(3-[tert-butylcarbamoylamino]propyl)amino]-4-[di(3-[tert-butylcarbamoylamino]propyl)amino]butylcarboxamido)ethyl]-3,4-di[oleyloxy]benzamide (464926-02-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent Spectr_. / NaOH; H₂ / Raney nickel / aq. ethanol; H₂O / 16 h / 20 °C / 3102.89 Torr

2: 89 percent / 4 M NaOH / tetrahydrofuran; H₂O / 6 h / 20 °C

3: 90 percent / 1-hydroxybenzotriazole; N,N'-dicyclohexylcarbodiimide / CH₂Cl₂ / 6 h

With sodium hydroxide; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; nickel; In tetrahydrofuran; ethanol; dichloromethane; water;

DOI:10.1021/jm020233w

upstream raw materials:

Nα-tert-butylcarbamoyl-Nα,Nδ,Nδ-tris(3-[tert-butylcarbamoylamino]propyl)ornithine

N₁-(2-aminoethyl)-3,4-di(oleyloxy)-benzamide

di-tert-butyl dicarbonate

L-ornithine hydrochloride

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