(R)-tert-butyl (1-((7-chloroquinolin-4-yl)amino)-1-oxo-4-phenylbutan-2-yl)carbamate

Base Information

• Chemical Name: (R)-tert-butyl (1-((7-chloroquinolin-4-yl)amino)-1-oxo-4-phenylbutan-2-yl)carbamate
• CAS No.: 1392506-07-8
• Molecular Formula: C₂₄H₂₆ClN₃O₃
• Molecular Weight: 439.942
• Mol file: 1392506-07-8.mol

Synonyms:(R)-tert-butyl (1-((7-chloroquinolin-4-yl)amino)-1-oxo-4-phenylbutan-2-yl)carbamate

Chemical Property of (R)-tert-butyl (1-((7-chloroquinolin-4-yl)amino)-1-oxo-4-phenylbutan-2-yl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-tert-butyl (1-((7-chloroquinolin-4-yl)amino)-1-oxo-4-phenylbutan-2-yl)carbamate

There total 2 articles about (R)-tert-butyl (1-((7-chloroquinolin-4-yl)amino)-1-oxo-4-phenylbutan-2-yl)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: 35.0%

4-amino-7-chloroquinoline (1198-40-9) + (2R)-(tert-butoxycarbonylamino)-4-phenylbutanoic acid (100564-78-1,108524-68-1,142926-43-0,82732-07-8) → (R)-tert-butyl (1-((7-chloroquinolin-4-yl)amino)-1-oxo-4-phenylbutan-2-yl)carbamate (1392506-07-8)

Guidance literature:

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 24h;

DOI:10.1016/j.ejmech.2012.05.022

Reference yield:

4,7-dichloroquinoline (86-98-6,1138471-54-1) → (R)-tert-butyl (1-((7-chloroquinolin-4-yl)amino)-1-oxo-4-phenylbutan-2-yl)carbamate (1392506-07-8)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonia; phenol / 2 h / 150 °C

2: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 24 h / 0 - 20 °C

With ammonia; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; phenol; In N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2012.05.022

Reference yield: 85.0%

(R)-tert-butyl (1-((7-chloroquinolin-4-yl)amino)-1-oxo-4-phenylbutan-2-yl)carbamate (1392506-07-8) → (R)-2-amino-N-(7-chloroquinolin-4-yl)-4-phenylbutanamide (1392506-08-9)

Guidance literature:

(R)-tert-butyl (1-((7-chloroquinolin-4-yl)amino)-1-oxo-4-phenylbutan-2-yl)carbamate; With trifluoroacetic acid; at 20 ℃; Neat (no solvent);

With water; sodium carbonate; pH=12;

DOI:10.1016/j.ejmech.2012.05.022

upstream raw materials:

4-amino-7-chloroquinoline

(2R)-(tert-butoxycarbonylamino)-4-phenylbutanoic acid

4,7-dichloroquinoline

Downstream raw materials:

(R)-N-((R)-1-((7-chloroquinolin-4-yl)amino)-1-oxo-4-phenylbutan-2-yl)-2-((E)-3-(4-iso-propylphenyl)acrylamido)-4-methylpentanamide

(R)-N-((R)-1-((7-chloroquinolin-4-yl)amino)-1-oxo-4-phenylbutan-2-yl)-2-((E)-3-(4-methoxyphenyl)acrylamido)-4-methylpentanamide

tert-butyl (4-((E)-3-(((R)-1-(((R)-1-((7-chloroquinolin-4-yl)amino)-1-oxo-4-phenylbutan-2-yl)amino)-4-methyl-1-oxopentan-2-yl)amino)-3-oxoprop-1-en-1-yl)phenyl)carbamate

(R)-2-((E)-3-(4-aminophenyl)acrylamido)-N-((R)-1-((7-chloroquinolin-4-yl)amino)-1-oxo-4-phenylbutan-2-yl)-4-methylpentanamide