(R)-N-((R)-1-((7-chloroquinolin-4-yl)amino)-1-oxo-4-phenylbutan-2-yl)-4-methyl-2-((E)-3-(4-nitrophenyl)acrylamido)pentanamide

Base Information

• Chemical Name: (R)-N-((R)-1-((7-chloroquinolin-4-yl)amino)-1-oxo-4-phenylbutan-2-yl)-4-methyl-2-((E)-3-(4-nitrophenyl)acrylamido)pentanamide
• CAS No.: 1392506-23-8
• Molecular Formula: C₃₄H₃₄ClN₅O₅
• Molecular Weight: 628.127
• Mol file: 1392506-23-8.mol

Synonyms:(R)-N-((R)-1-((7-chloroquinolin-4-yl)amino)-1-oxo-4-phenylbutan-2-yl)-4-methyl-2-((E)-3-(4-nitrophenyl)acrylamido)pentanamide

Chemical Property of (R)-N-((R)-1-((7-chloroquinolin-4-yl)amino)-1-oxo-4-phenylbutan-2-yl)-4-methyl-2-((E)-3-(4-nitrophenyl)acrylamido)pentanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-N-((R)-1-((7-chloroquinolin-4-yl)amino)-1-oxo-4-phenylbutan-2-yl)-4-methyl-2-((E)-3-(4-nitrophenyl)acrylamido)pentanamide

There total 5 articles about (R)-N-((R)-1-((7-chloroquinolin-4-yl)amino)-1-oxo-4-phenylbutan-2-yl)-4-methyl-2-((E)-3-(4-nitrophenyl)acrylamido)pentanamide 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:

4-nitro-trans-cinnamic acid (882-06-4) + (R)-2-amino-N-((R)-1-((7-chloroquinolin-4-yl)amino)-1-oxo-4-phenylbutan-2-yl)-4-methyl-pentanamide (1392506-10-3) → (R)-N-((R)-1-((7-chloroquinolin-4-yl)amino)-1-oxo-4-phenylbutan-2-yl)-4-methyl-2-((E)-3-(4-nitrophenyl)acrylamido)pentanamide (1392506-23-8)

Guidance literature:

4-nitro-trans-cinnamic acid; With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 0.333333h; Reflux;

(R)-2-amino-N-((R)-1-((7-chloroquinolin-4-yl)amino)-1-oxo-4-phenylbutan-2-yl)-4-methyl-pentanamide; In dichloromethane; for 72h;

DOI:10.1016/j.ejmech.2012.05.022

Reference yield:

4,7-dichloroquinoline (86-98-6,1138471-54-1) → (R)-N-((R)-1-((7-chloroquinolin-4-yl)amino)-1-oxo-4-phenylbutan-2-yl)-4-methyl-2-((E)-3-(4-nitrophenyl)acrylamido)pentanamide (1392506-23-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: ammonia; phenol / 2 h / 150 °C

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

3.1: trifluoroacetic acid / 20 °C / Neat (no solvent)

3.2: pH 12

4.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.33 h / 0 °C

4.2: 24 h / 0 - 20 °C

5.1: trifluoroacetic acid / 20 °C / Neat (no solvent)

5.2: pH 12

6.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.33 h / Reflux

6.2: 72 h

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; ammonia; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; phenol; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2012.05.022

Reference yield:

4-amino-7-chloroquinoline (1198-40-9) → (R)-N-((R)-1-((7-chloroquinolin-4-yl)amino)-1-oxo-4-phenylbutan-2-yl)-4-methyl-2-((E)-3-(4-nitrophenyl)acrylamido)pentanamide (1392506-23-8)

Guidance literature:

Multi-step reaction with 5 steps

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

2.1: trifluoroacetic acid / 20 °C / Neat (no solvent)

2.2: pH 12

3.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.33 h / 0 °C

3.2: 24 h / 0 - 20 °C

4.1: trifluoroacetic acid / 20 °C / Neat (no solvent)

4.2: pH 12

5.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.33 h / Reflux

5.2: 72 h

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2012.05.022

upstream raw materials:

4-amino-7-chloroquinoline

4,7-dichloroquinoline

(R)-2-amino-N-(7-chloroquinolin-4-yl)-4-phenylbutanamide

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