3,4-dihydro-6-<2(R)-hydroxy-3-<1-(2-methylphenyl)-2-imidazolyl>-(R)-sulfinylpropoxy>-2(1H)-quinolinone

Base Information

• Chemical Name: 3,4-dihydro-6-<2(R)-hydroxy-3-<1-(2-methylphenyl)-2-imidazolyl>-(R)-sulfinylpropoxy>-2(1H)-quinolinone
• CAS No.: 173523-60-9
• Molecular Formula: C₂₂H₂₃N₃O₄S
• Molecular Weight: 425.508
• Mol file: 173523-60-9.mol

Synonyms:3,4-dihydro-6-<2(R)-hydroxy-3-<1-(2-methylphenyl)-2-imidazolyl>-(R)-sulfinylpropoxy>-2(1H)-quinolinone

Chemical Property of 3,4-dihydro-6-<2(R)-hydroxy-3-<1-(2-methylphenyl)-2-imidazolyl>-(R)-sulfinylpropoxy>-2(1H)-quinolinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4-dihydro-6-<2(R)-hydroxy-3-<1-(2-methylphenyl)-2-imidazolyl>-(R)-sulfinylpropoxy>-2(1H)-quinolinone

There total 2 articles about 3,4-dihydro-6-<2(R)-hydroxy-3-<1-(2-methylphenyl)-2-imidazolyl>-(R)-sulfinylpropoxy>-2(1H)-quinolinone 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: 40.0%

(R)-(+)-3,4-dihydro-6-<2-hydroxy-3-(1-o-tolyl-2-imidazolyl)thiopropoxy>-2(1H)-quinolinone (173416-61-0) → 3,4-dihydro-6-<2(R)-hydroxy-3-<1-(2-methylphenyl)-2-imidazolyl>-(R)-sulfinylpropoxy>-2(1H)-quinolinone (173523-60-9) + 3,4-dihydro-6-<2(R)-hydroxy-3-<1-(2-methylphenyl)-2-imidazolyl>-(S)-sulfinylpropoxy>-2(1H)-quinolinone (173416-62-1)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 0.166667h;

DOI:10.1248/cpb.43.1724

Reference yield:

3,4-dihydro-6-hydroxy-2(1H)-quinolinone (54197-66-9) → 3,4-dihydro-6-<2(R)-hydroxy-3-<1-(2-methylphenyl)-2-imidazolyl>-(R)-sulfinylpropoxy>-2(1H)-quinolinone (173523-60-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, RT, 96 h

2: 46 percent / dimethylformamide / 8 h / 80 °C

3: 33 percent / 70percent m-chloroperbenzoic acid / CH₂Cl₂ / 0.17 h / 0 °C

With sodium hydride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.43.1724

Reference yield: 90.0%

methanesulfonyl chloride (124-63-0) + 3,4-dihydro-6-<2(R)-hydroxy-3-<1-(2-methylphenyl)-2-imidazolyl>-(R)-sulfinylpropoxy>-2(1H)-quinolinone (173523-60-9) → Methanesulfonic acid (R)-1-(2-oxo-1,2,3,4-tetrahydro-quinolin-6-yloxymethyl)-2-((R)-1-o-tolyl-1H-imidazole-2-sulfinyl)-ethyl ester (173523-61-0)

Guidance literature:

With triethylamine; In dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1248/cpb.43.1724

upstream raw materials:

(R)-(+)-3,4-dihydro-6-<2-hydroxy-3-(1-o-tolyl-2-imidazolyl)thiopropoxy>-2(1H)-quinolinone

3,4-dihydro-6-hydroxy-2(1H)-quinolinone

Downstream raw materials:

Methanesulfonic acid (R)-1-(2-oxo-1,2,3,4-tetrahydro-quinolin-6-yloxymethyl)-2-((R)-1-o-tolyl-1H-imidazole-2-sulfinyl)-ethyl ester

(R)-(-)-3,4-dihydro-6-<3-(1-o-tolyl-2-imidazolyl)sulfinylpropoxy>-2(1H)-quinolinone