benzyl (4S)-4-amino-5-[4-(6-methoxyquinolin-8-ylamino)pentylamino]-5-oxopentyl-carbamate

Base Information

• Chemical Name: benzyl (4S)-4-amino-5-[4-(6-methoxyquinolin-8-ylamino)pentylamino]-5-oxopentyl-carbamate
• CAS No.: 1375013-74-3
• Molecular Formula: C₂₈H₃₇N₅O₄
• Molecular Weight: 507.633

Synonyms:benzyl (4S)-4-amino-5-[4-(6-methoxyquinolin-8-ylamino)pentylamino]-5-oxopentyl-carbamate

Chemical Property of benzyl (4S)-4-amino-5-[4-(6-methoxyquinolin-8-ylamino)pentylamino]-5-oxopentyl-carbamate

Chemical Property:

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Technology Process of benzyl (4S)-4-amino-5-[4-(6-methoxyquinolin-8-ylamino)pentylamino]-5-oxopentyl-carbamate

There total 2 articles about benzyl (4S)-4-amino-5-[4-(6-methoxyquinolin-8-ylamino)pentylamino]-5-oxopentyl-carbamate 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%

benzyl [(4S)-4-[(tert-butoxycarbonyl)amino]-5-((4-[(6-methoxyquinolin-8-yl)amino]pentyl)-amino)-5-oxopentyl]carbamate (1375013-54-9) → benzyl (4S)-4-amino-5-[4-(6-methoxyquinolin-8-ylamino)pentylamino]-5-oxopentyl-carbamate (1375013-74-3)

Guidance literature:

benzyl [(4S)-4-[(tert-butoxycarbonyl)amino]-5-((4-[(6-methoxyquinolin-8-yl)amino]pentyl)-amino)-5-oxopentyl]carbamate; With hydrogenchloride; In methanol; at 20 ℃; for 0.75h;

With ammonium hydroxide; In water;

DOI:10.1016/j.ejmech.2012.03.019

Reference yield:

Primaquine (90-34-6,57152-58-6) → benzyl (4S)-4-amino-5-[4-(6-methoxyquinolin-8-ylamino)pentylamino]-5-oxopentyl-carbamate (1375013-74-3)

Guidance literature:

Multi-step reaction with 2 steps

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

2: hydrogenchloride / methanol / 0.75 h / 20 °C

With hydrogenchloride; diisopropyl-carbodiimide; In methanol; dichloromethane;

DOI:10.1016/j.ejmech.2012.03.019

Reference yield: 91.0%

(S)-2,5-bis((tert-butoxycarbonyl)amino)pentanoic acid (57133-29-6) + benzyl (4S)-4-amino-5-[4-(6-methoxyquinolin-8-ylamino)pentylamino]-5-oxopentyl-carbamate (1375013-74-3) → N2,N5-bis(tert-butoxycarbonyl)-L-ornithyl-N5-[(benzyloxy)carbonyl]-N-(4-[(6-methoxy-quinolin-8-yl)amino]pentyl)-L-ornithinamide

Guidance literature:

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

DOI:10.1016/j.ejmech.2012.03.019

upstream raw materials:

benzyl [(4S)-4-[(tert-butoxycarbonyl)amino]-5-((4-[(6-methoxyquinolin-8-yl)amino]pentyl)-amino)-5-oxopentyl]carbamate

Primaquine

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