tert-butyl benzyl(2-(1-(3-(5-(dimethylamino)-1-naphthalenylsulfonyl)aminopropyl)-1H-1,2,3-triazol-4-yl)-4-oxo-4-(8-quinolinylamino)butyl)carbamate

Base Information

• Chemical Name: tert-butyl benzyl(2-(1-(3-(5-(dimethylamino)-1-naphthalenylsulfonyl)aminopropyl)-1H-1,2,3-triazol-4-yl)-4-oxo-4-(8-quinolinylamino)butyl)carbamate
• CAS No.: 1319744-21-2
• Molecular Formula: C₄₂H₄₈N₈O₅S
• Molecular Weight: 776.96
• Mol file: 1319744-21-2.mol

Synonyms:tert-butyl benzyl(2-(1-(3-(5-(dimethylamino)-1-naphthalenylsulfonyl)aminopropyl)-1H-1,2,3-triazol-4-yl)-4-oxo-4-(8-quinolinylamino)butyl)carbamate

Chemical Property of tert-butyl benzyl(2-(1-(3-(5-(dimethylamino)-1-naphthalenylsulfonyl)aminopropyl)-1H-1,2,3-triazol-4-yl)-4-oxo-4-(8-quinolinylamino)butyl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl benzyl(2-(1-(3-(5-(dimethylamino)-1-naphthalenylsulfonyl)aminopropyl)-1H-1,2,3-triazol-4-yl)-4-oxo-4-(8-quinolinylamino)butyl)carbamate

There total 4 articles about tert-butyl benzyl(2-(1-(3-(5-(dimethylamino)-1-naphthalenylsulfonyl)aminopropyl)-1H-1,2,3-triazol-4-yl)-4-oxo-4-(8-quinolinylamino)butyl)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: 91.0%

tert-butyl benzyl(2-(2-oxo-2-(8-quinolinylamino))ethyl)-3-butynylcarbamate (1319744-22-3) + 5-dimethylaminonaphthalene-1-sulfonic acid (3-azidopropyl)amide (610794-21-3) → tert-butyl benzyl(2-(1-(3-(5-(dimethylamino)-1-naphthalenylsulfonyl)aminopropyl)-1H-1,2,3-triazol-4-yl)-4-oxo-4-(8-quinolinylamino)butyl)carbamate (1319744-21-2)

Guidance literature:

With copper(ll) sulfate pentahydrate; sodium L-ascorbate; In water; tert-butyl alcohol; at 20 ℃; for 30h;

DOI:10.1021/ja206002m

Reference yield:

8-amino quinoline (578-66-5) → tert-butyl benzyl(2-(1-(3-(5-(dimethylamino)-1-naphthalenylsulfonyl)aminopropyl)-1H-1,2,3-triazol-4-yl)-4-oxo-4-(8-quinolinylamino)butyl)carbamate (1319744-21-2)

Guidance literature:

Multi-step reaction with 4 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

2: silver(I) acetate; palladium diacetate; lithium chloride / toluene / 15 h / 110 °C

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

4: copper(ll) sulfate pentahydrate; sodium L-ascorbate / water; tert-butyl alcohol / 30 h / 20 °C

With copper(ll) sulfate pentahydrate; tetrabutyl ammonium fluoride; silver(I) acetate; palladium diacetate; benzotriazol-1-ol; sodium L-ascorbate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium chloride; In tetrahydrofuran; water; toluene; tert-butyl alcohol;

DOI:10.1021/ja206002m

Reference yield:

tert-butyl benzyl(4-oxo-4-(quinolin-8-ylamino)butyl)-carbamate (1319744-34-7) → tert-butyl benzyl(2-(1-(3-(5-(dimethylamino)-1-naphthalenylsulfonyl)aminopropyl)-1H-1,2,3-triazol-4-yl)-4-oxo-4-(8-quinolinylamino)butyl)carbamate (1319744-21-2)

Guidance literature:

Multi-step reaction with 3 steps

1: silver(I) acetate; palladium diacetate; lithium chloride / toluene / 15 h / 110 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

3: copper(ll) sulfate pentahydrate; sodium L-ascorbate / water; tert-butyl alcohol / 30 h / 20 °C

With copper(ll) sulfate pentahydrate; tetrabutyl ammonium fluoride; silver(I) acetate; palladium diacetate; sodium L-ascorbate; lithium chloride; In tetrahydrofuran; water; toluene; tert-butyl alcohol;

DOI:10.1021/ja206002m

upstream raw materials:

8-amino quinoline

tert-butyl benzyl(4-oxo-4-(quinolin-8-ylamino)butyl)-carbamate

tert-butyl benzyl(2-(2-oxo-2-(8-quinolinylamino))ethyl)-3-butynylcarbamate

5-dimethylaminonaphthalene-1-sulfonic acid (3-azidopropyl)amide