TERT-BUTYL 4-OXO-3,4-DIHYDROQUINOLINE-1(2H)-CARBOXYLATE

Base Information

• Chemical Name: TERT-BUTYL 4-OXO-3,4-DIHYDROQUINOLINE-1(2H)-CARBOXYLATE
• CAS No.: 179898-00-1
• Molecular Formula: C14H17NO3
• Molecular Weight: 247.294
• Hs Code.: 2933499090
• Mol file: 179898-00-1.mol

Synonyms:4-oxo-3,4-dihydro-2H-quinoline-1-carboxylic acid tert-butyl ester;1-tert-butoxycarbonyl-1,2,3,4-tetrahydro-4-quinolinone;1-BOC-2,3-dihydro-1H-quinolin-4-one;N-tert-butoxycarbonyl-1,2,3,4-tetrahydroquinolin-4-one;1-tert-butyloxycarbonyl-1,2,3,4-tetrahydro-4-quinolinone;

Chemical Property of TERT-BUTYL 4-OXO-3,4-DIHYDROQUINOLINE-1(2H)-CARBOXYLATE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 360.706oC at 760 mmHg
• PKA: -1.91±0.20(Predicted)
• Flash Point: 171.949oC
• PSA: 46.61000
• Density: 1.172g/cm3
• LogP: 3.07950
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl4-Oxo-2,3-dihydroquinoline-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of TERT-BUTYL 4-OXO-3,4-DIHYDROQUINOLINE-1(2H)-CARBOXYLATE

There total 14 articles about TERT-BUTYL 4-OXO-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: 100.0%

2,3-dihydroquinolin-4(1H)-one (4295-36-7) + di-tert-butyl dicarbonate (24424-99-5) → 1-tert-butyloxycarbonyl-1,2,3,4-tetrahydro-4-quinolinone (179898-00-1)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 60 ℃; for 16h;

Reference yield: 82.0%

tert-butyl 1,2,3,4-tetrahydroquinoline-1-carboxylate (123387-53-1) → 1-tert-butyloxycarbonyl-1,2,3,4-tetrahydro-4-quinolinone (179898-00-1)

Guidance literature:

With tert.-butylhydroperoxide; sodium hydrogencarbonate; dirhodium(II) tetrakis(caprolactam); In decane; 1,2-dichloro-ethane; at 40 ℃; for 16h;

DOI:10.1021/ol0520020

Reference yield: 65.0%

3-[N-(tert-butoxycarbonyl)-N-(2-iodophenyl)amino]propanal (1407968-48-2) → 1-tert-butyloxycarbonyl-1,2,3,4-tetrahydro-4-quinolinone (179898-00-1)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,1'-bis(di-tertbutylphosphino)ferrocene; caesium carbonate; triethylamine; In diethyl ether; toluene; at 110 ℃; for 19h; chemoselective reaction; Sealed tube;

DOI:10.1021/jo301924e

upstream raw materials:

2,3-dihydroquinolin-4(1H)-one

di-tert-butyl dicarbonate

tert-butyl 1,2,3,4-tetrahydroquinoline-1-carboxylate

N-phenyl-β-alanine

Refernces

• 1、 -. "INHIBITORS OF NOROVIRUS AND CORONAVIRUS REPLICATION". Paragraph 00728; 00731-00732. . Retrieved 2021/10/15.
• 2、 Zhao, Long,Li, Sun,Wang, Lei,Yu, Shun,Raabe, Gerhard,Enders, Dieter. "Asymmetric Synthesis of Cyclopentene-Fused Tetrahydroquinolines via N-Heterocyclic Carbene Catalyzed Domino Reactions". . p. 2523 - 2532. Retrieved 2018/05/28.