5-(N-(N-tert-butoxycarbonylglycyl)amino)-8-benzyloxyquinoline

Base Information

• Chemical Name: 5-(N-(N-tert-butoxycarbonylglycyl)amino)-8-benzyloxyquinoline
• CAS No.: 1395275-73-6
• Molecular Formula: C₂₃H₂₅N₃O₄
• Molecular Weight: 407.469
• Mol file: 1395275-73-6.mol

Synonyms:5-(N-(N-tert-butoxycarbonylglycyl)amino)-8-benzyloxyquinoline

Chemical Property of 5-(N-(N-tert-butoxycarbonylglycyl)amino)-8-benzyloxyquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(N-(N-tert-butoxycarbonylglycyl)amino)-8-benzyloxyquinoline

There total 4 articles about 5-(N-(N-tert-butoxycarbonylglycyl)amino)-8-benzyloxyquinoline 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: 79.0%

BOC-glycine (4530-20-5) + 8-(benzyloxy)quinolin-5-amine (213027-68-0) → 5-(N-(N-tert-butoxycarbonylglycyl)amino)-8-benzyloxyquinoline (1395275-73-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; Inert atmosphere;

DOI:10.1039/c2dt30605k

Reference yield:

8-(benzyloxy)-5-nitroquinoline (342415-52-5) → 5-(N-(N-tert-butoxycarbonylglycyl)amino)-8-benzyloxyquinoline (1395275-73-6)

Guidance literature:

Multi-step reaction with 2 steps

1: tin(II) chloride dihdyrate; ethanol / 3 h / Inert atmosphere; Reflux

2: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / Inert atmosphere

With tin(II) chloride dihdyrate; ethanol; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane;

DOI:10.1039/c2dt30605k

Reference yield:

nitroxoline (4008-48-4) → 5-(N-(N-tert-butoxycarbonylglycyl)amino)-8-benzyloxyquinoline (1395275-73-6)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 70 - 80 °C

2: tin(II) chloride dihdyrate; ethanol / 3 h / Inert atmosphere; Reflux

3: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / Inert atmosphere

With tin(II) chloride dihdyrate; ethanol; potassium carbonate; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/c2dt30605k

upstream raw materials:

BOC-glycine

8-(benzyloxy)quinolin-5-amine

nitroxoline

benzyl bromide

Downstream raw materials:

5-(N-glycyl-amino)-8-benzyloxyquinoline

C₄₈H₇₀N₆O₁₁

C₃₂H₃₈N₆O₁₁