N^α,N^δ-bis(hexadecyloxycarbonyl)-N-[2-(benzyloxycarbonyl)ethyl]-L-ornithinamide

Base Information

• Chemical Name: N^α,N^δ-bis(hexadecyloxycarbonyl)-N-[2-(benzyloxycarbonyl)ethyl]-L-ornithinamide
• CAS No.: 258875-35-3
• Molecular Formula: C₄₉H₈₇N₃O₇
• Molecular Weight: 830.246

Synonyms:N^α,N^δ-bis(hexadecyloxycarbonyl)-N-[2-(benzyloxycarbonyl)ethyl]-L-ornithinamide

Chemical Property of N^α,N^δ-bis(hexadecyloxycarbonyl)-N-[2-(benzyloxycarbonyl)ethyl]-L-ornithinamide

Chemical Property:

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Technology Process of N^α,N^δ-bis(hexadecyloxycarbonyl)-N-[2-(benzyloxycarbonyl)ethyl]-L-ornithinamide

There total 3 articles about N^α,N^δ-bis(hexadecyloxycarbonyl)-N-[2-(benzyloxycarbonyl)ethyl]-L-ornithinamide 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: 54.0%

β-alanine benzyl ester p-toluenesulfonate (27019-47-2) + Nα,Nδ-bis(hexadecyloxycarbonyl)-L-ornithine (258875-29-5) → Nα,Nδ-bis(hexadecyloxycarbonyl)-N-[2-(benzyloxycarbonyl)ethyl]-L-ornithinamide (258875-35-3)

Guidance literature:

With diethyl cyanophosphonate; triethylamine; In tetrahydrofuran; chloroform; at 20 ℃; for 24h;

DOI:10.1039/a903956b

Reference yield:

cetyl chloroformate (26272-90-2) → Nα,Nδ-bis(hexadecyloxycarbonyl)-N-[2-(benzyloxycarbonyl)ethyl]-L-ornithinamide (258875-35-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 93.4 percent / NaOH / H₂O; acetone / 48 h

2: 54 percent / triethylamine; diethyl cyanophosphonate / CHCl₃; tetrahydrofuran / 24 h / 20 °C

With sodium hydroxide; diethyl cyanophosphonate; triethylamine; In tetrahydrofuran; chloroform; water; acetone; 1: Acylation / 2: Acylation;

DOI:10.1039/a903956b

Reference yield:

L-ornithine hydrochloride (3184-13-2,36630-89-4) → Nα,Nδ-bis(hexadecyloxycarbonyl)-N-[2-(benzyloxycarbonyl)ethyl]-L-ornithinamide (258875-35-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 93.4 percent / NaOH / H₂O; acetone / 48 h

2: 54 percent / triethylamine; diethyl cyanophosphonate / CHCl₃; tetrahydrofuran / 24 h / 20 °C

With sodium hydroxide; diethyl cyanophosphonate; triethylamine; In tetrahydrofuran; chloroform; water; acetone; 1: Acylation / 2: Acylation;

DOI:10.1039/a903956b

upstream raw materials:

β-alanine benzyl ester p-toluenesulfonate

N^α,N^δ-bis(hexadecyloxycarbonyl)-L-ornithine

cetyl chloroformate

L-ornithine hydrochloride

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