tert-butyl rac-4-hydroxy-3,4-dihydroquinoline-1(2H)-carboxylate

Base Information

• Chemical Name: tert-butyl rac-4-hydroxy-3,4-dihydroquinoline-1(2H)-carboxylate
• CAS No.: 932398-74-8
• Molecular Formula: C₁₄H₁₉NO₃
• Molecular Weight: 249.31
• Mol file: 932398-74-8.mol

Synonyms:tert-butyl rac-4-hydroxy-3,4-dihydroquinoline-1(2H)-carboxylate

Chemical Property of tert-butyl rac-4-hydroxy-3,4-dihydroquinoline-1(2H)-carboxylate

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl rac-4-hydroxy-3,4-dihydroquinoline-1(2H)-carboxylate

There total 1 articles about tert-butyl rac-4-hydroxy-3,4-dihydroquinoline-1(2H)-carboxylate 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: 26.0%

3-[N-(tert-butoxycarbonyl)-N-(2-iodophenyl)amino]propanal (1407968-48-2) → 1-tert-butoxycarbonyl-3-formylindole (57476-50-3) + tert-butyl rac-4-hydroxy-3,4-dihydroquinoline-1(2H)-carboxylate (932398-74-8) + 1-tert-butyloxycarbonyl-1,2,3,4-tetrahydro-4-quinolinone (179898-00-1)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate; triethylamine; In tetrahydrofuran; at 110 ℃; for 24h; chemoselective reaction; Sealed tube;

DOI:10.1021/jo301924e

Reference yield: 72.0%

tert-butyl rac-4-hydroxy-3,4-dihydroquinoline-1(2H)-carboxylate (932398-74-8) + (E)-1-iodo-1-octene (42599-17-7) + diphenylsilane (775-12-2) → tert-butyl 4-((octyldiphenylsilyl)oxy)-3,4-dihydroquinoline-1(2H)-carboxylate

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; diisopropylamine; In dichloromethane; at 20 ℃; for 16h; Glovebox; Sealed tube; Inert atmosphere;

DOI:10.1002/chem.201805595

Reference yield:

tert-butyl rac-4-hydroxy-3,4-dihydroquinoline-1(2H)-carboxylate (932398-74-8) → C23H26N4O2

Guidance literature:

Multi-step reaction with 2 steps

1: trimethylsilylazide; silver trifluoromethanesulfonate / dichloromethane / 2 h / 20 °C

2: copper(l) iodide; [2,2]bipyridinyl / dichloromethane / 24 h / 20 °C / Sealed tube

With [2,2]bipyridinyl; copper(l) iodide; trimethylsilylazide; silver trifluoromethanesulfonate; In dichloromethane;

DOI:10.1021/acs.orglett.9b01556

upstream raw materials:

3-[N-(tert-butoxycarbonyl)-N-(2-iodophenyl)amino]propanal