tert-butyl N₂-[(benzyloxy)carbonyl]-N₅-(N,N'-bis[(benzyloxy)carbonyl]carbamimidoyl)-L-ornithyl-N₄-(4-[(6-methoxyquinolin-8-yl)amino]pentyl)-D-asparaginate

Base Information

• Chemical Name: tert-butyl N₂-[(benzyloxy)carbonyl]-N₅-(N,N'-bis[(benzyloxy)carbonyl]carbamimidoyl)-L-ornithyl-N₄-(4-[(6-methoxyquinolin-8-yl)amino]pentyl)-D-asparaginate
• CAS No.: 1375014-20-2
• Molecular Formula: C₅₃H₆₄N₈O₁₁
• Molecular Weight: 989.138

Synonyms:tert-butyl N₂-[(benzyloxy)carbonyl]-N₅-(N,N'-bis[(benzyloxy)carbonyl]carbamimidoyl)-L-ornithyl-N₄-(4-[(6-methoxyquinolin-8-yl)amino]pentyl)-D-asparaginate

Chemical Property of tert-butyl N₂-[(benzyloxy)carbonyl]-N₅-(N,N'-bis[(benzyloxy)carbonyl]carbamimidoyl)-L-ornithyl-N₄-(4-[(6-methoxyquinolin-8-yl)amino]pentyl)-D-asparaginate

Chemical Property:

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Technology Process of tert-butyl N₂-[(benzyloxy)carbonyl]-N₅-(N,N'-bis[(benzyloxy)carbonyl]carbamimidoyl)-L-ornithyl-N₄-(4-[(6-methoxyquinolin-8-yl)amino]pentyl)-D-asparaginate

There total 3 articles about tert-butyl N₂-[(benzyloxy)carbonyl]-N₅-(N,N'-bis[(benzyloxy)carbonyl]carbamimidoyl)-L-ornithyl-N₄-(4-[(6-methoxyquinolin-8-yl)amino]pentyl)-D-asparaginate 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%

tert-butyl N4-(4-[(6-methoxyquinolin-8-yl)amino]pentyl)-D-asparaginate (1375014-11-1) + Nα,Nω,Nω'-Tris(benzyloxycarbonyl)-L-arginin (1947-42-8,20888-05-5) → tert-butyl N2-[(benzyloxy)carbonyl]-N5-(N,N'-bis[(benzyloxy)carbonyl]carbamimidoyl)-L-ornithyl-N4-(4-[(6-methoxyquinolin-8-yl)amino]pentyl)-D-asparaginate (1375014-20-2)

Guidance literature:

With diisopropyl-carbodiimide; In dichloromethane; at 20 ℃; Cooling with ice;

DOI:10.1016/j.ejmech.2012.03.019

Reference yield:

tert-butyl N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-N4-(4-[(6-methoxyquinolin-8-yl)amino]-pentyl)-D-asparaginate (1375014-04-2) → tert-butyl N2-[(benzyloxy)carbonyl]-N5-(N,N'-bis[(benzyloxy)carbonyl]carbamimidoyl)-L-ornithyl-N4-(4-[(6-methoxyquinolin-8-yl)amino]pentyl)-D-asparaginate (1375014-20-2)

Guidance literature:

Multi-step reaction with 2 steps

1: piperidine / dichloromethane / 0.33 h / 20 °C

2: diisopropyl-carbodiimide / dichloromethane / 20 °C / Cooling with ice

With piperidine; diisopropyl-carbodiimide; In dichloromethane;

DOI:10.1016/j.ejmech.2012.03.019

Reference yield:

(R)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(tert-butoxy)-4-oxobutanoic acid → tert-butyl N2-[(benzyloxy)carbonyl]-N5-(N,N'-bis[(benzyloxy)carbonyl]carbamimidoyl)-L-ornithyl-N4-(4-[(6-methoxyquinolin-8-yl)amino]pentyl)-D-asparaginate (1375014-20-2)

Guidance literature:

Multi-step reaction with 3 steps

1: diisopropyl-carbodiimide / dichloromethane / 20 °C / Cooling with ice

2: piperidine / dichloromethane / 0.33 h / 20 °C

3: diisopropyl-carbodiimide / dichloromethane / 20 °C / Cooling with ice

With piperidine; diisopropyl-carbodiimide; In dichloromethane;

DOI:10.1016/j.ejmech.2012.03.019

upstream raw materials:

tert-butyl N₂-[(9H-fluoren-9-ylmethoxy)carbonyl]-N₄-(4-[(6-methoxyquinolin-8-yl)amino]-pentyl)-D-asparaginate

tert-butyl N₄-(4-[(6-methoxyquinolin-8-yl)amino]pentyl)-D-asparaginate

N^α,N^ω,N^ω'-Tris(benzyloxycarbonyl)-L-arginin

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