(4R)-3--1,2,4-trimethyl-1,4-dihydroquinoline

Base Information

• Chemical Name: (4R)-3--1,2,4-trimethyl-1,4-dihydroquinoline
• CAS No.: 104465-70-5
• Molecular Formula: C₂₂H₂₆N₂O
• Molecular Weight: 334.461
• Mol file: 104465-70-5.mol

Synonyms:(4R)-3--1,2,4-trimethyl-1,4-dihydroquinoline

Chemical Property of (4R)-3--1,2,4-trimethyl-1,4-dihydroquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R)-3--1,2,4-trimethyl-1,4-dihydroquinoline

There total 12 articles about (4R)-3--1,2,4-trimethyl-1,4-dihydroquinoline 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: 98.0%

(4R)-3-(N-(R)-α-methylbenzylcarbamoyl)-1,2,4-trimethyl-1,4-dihydroquinoline (104785-57-1) + methyl iodide (74-88-4) → (4R)-3--1,2,4-trimethyl-1,4-dihydroquinoline (104465-70-5)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; for 12h; Ambient temperature;

DOI:10.1016/S0040-4020(01)87503-7

Reference yield: 98.0%

1,2,4-Trimethyl-3-[methyl-(1-phenyl-ethyl)-carbamoyl]-quinolinium; iodide (118743-94-5) → 4S-3--1,2,4-trimethyl-1,4-dihydroquinoline (104465-70-5,104465-71-6,118609-08-8,134623-72-6,134623-73-7)

Guidance literature:

With 4S-3--2,4-dimethyl-1-propyl-1,4-dihydropyridine; In methanol; for 14h; Mechanism; Ambient temperature; further solvent;

DOI:10.1016/S0040-4039(00)82087-0

Reference yield:

2,4-dimethylquinoline 3-carboxylic acid (104785-55-9) → (4R)-3--1,2,4-trimethyl-1,4-dihydroquinoline (104465-70-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) cyanuric chloride; 2.) Et₃N / 1.) acetone, Rt, 4 h; 2.) acetone, Rt, 3 h.

2: ethanol / 168 h / 7355080 Torr / Ambient temperature

3: 46 percent / Na₂S₂O₄, 0.05 M aq borate buffer / methanol / Ambient temperature; dark, several h

5: 98 percent / potassium tert-butoxide / tetrahydrofuran / 12 h / Ambient temperature

With sodium dithionite; 1,3,5-trichloro-2,4,6-triazine; borate buffer; potassium tert-butylate; triethylamine; In tetrahydrofuran; methanol; ethanol;

DOI:10.1016/S0040-4020(01)87503-7

upstream raw materials:

1,2,4-Trimethyl-3-[methyl-((R)-1-phenyl-ethyl)-carbamoyl]-quinolinium; iodide

(4R)-3-(N-(R)-α-methylbenzylcarbamoyl)-1,2,4-trimethyl-1,4-dihydroquinoline

methyl iodide

2,4-dimethylquinoline 3-carboxylic acid

Downstream raw materials:

3--1,2,4-trimethylquinolinium

3--1,2,4-trimethylquinolinium

3-(N-Methyl-N-α-methylbenzylcarbamoyl)-1,2,4-trimethylquinolinium