(2S)-1-formyl-5-hydroxy-2-methyl-4-oxo-3-(3-oxobutyl)-7-[(R)-5-phenyl-2-pentyloxy]-2,3-dihydroquinoline

Base Information

• Chemical Name: (2S)-1-formyl-5-hydroxy-2-methyl-4-oxo-3-(3-oxobutyl)-7-[(R)-5-phenyl-2-pentyloxy]-2,3-dihydroquinoline
• CAS No.: 1429484-73-0
• Molecular Formula: C₂₆H₃₁NO₅
• Molecular Weight: 437.536
• Mol file: 1429484-73-0.mol

Synonyms:

Chemical Property of (2S)-1-formyl-5-hydroxy-2-methyl-4-oxo-3-(3-oxobutyl)-7-[(R)-5-phenyl-2-pentyloxy]-2,3-dihydroquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-1-formyl-5-hydroxy-2-methyl-4-oxo-3-(3-oxobutyl)-7-[(R)-5-phenyl-2-pentyloxy]-2,3-dihydroquinoline

There total 13 articles about (2S)-1-formyl-5-hydroxy-2-methyl-4-oxo-3-(3-oxobutyl)-7-[(R)-5-phenyl-2-pentyloxy]-2,3-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:

C23H25NO5 + C22H25NO4 + methyl vinyl ketone (78-94-4,25038-87-3) → (2S)-1-formyl-5-hydroxy-2-methyl-4-oxo-3-(3-oxobutyl)-7-[(R)-5-phenyl-2-pentyloxy]-2,3-dihydroquinoline (1429484-73-0)

Guidance literature:

C₂₃H₂₅NO₅; C₂₂H₂₅NO₄; methyl vinyl ketone; With triethylamine; In dichloromethane; at 20 ℃; for 20h; Inert atmosphere;

With potassium carbonate; In methanol; at 0 ℃; for 4h;

DOI:10.1039/c3cc41388h

Reference yield:

(S)-5,7-dihydroxy-2-methyl-2,3-dihydroquinolin-4(1H)-one (65511-03-7) → (2S)-1-formyl-5-hydroxy-2-methyl-4-oxo-3-(3-oxobutyl)-7-[(R)-5-phenyl-2-pentyloxy]-2,3-dihydroquinoline (1429484-73-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 2.5 h / 80 - 82 °C / Inert atmosphere

2.1: sodium hydride / toluene; mineral oil / 0.08 h / 20 °C / Inert atmosphere

2.2: 20 h / 20 °C

3.1: triethylamine / dichloromethane / 20 h / 20 °C / Inert atmosphere

3.2: 4 h / 0 °C

With sodium hydride; potassium carbonate; triethylamine; In dichloromethane; N,N-dimethyl-formamide; toluene; mineral oil;

DOI:10.1039/c3cc41388h

Reference yield:

5-phenylpentan-2-ol (2344-71-0) → (2S)-1-formyl-5-hydroxy-2-methyl-4-oxo-3-(3-oxobutyl)-7-[(R)-5-phenyl-2-pentyloxy]-2,3-dihydroquinoline (1429484-73-0)

Guidance literature:

Multi-step reaction with 8 steps

1.1: pyridine / 4.5 h / 20 - 96 °C

2.1: ethyl acetate / 60 °C / Resolution of racemate

3.1: hydrogenchloride; water / diethyl ether / 0.08 h / 20 °C

4.1: water; sodium hydroxide / 0.08 h / Reflux

5.1: triethylamine / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

6.1: potassium carbonate / N,N-dimethyl-formamide / 2.5 h / 80 - 82 °C / Inert atmosphere

7.1: sodium hydride / toluene; mineral oil / 0.08 h / 20 °C / Inert atmosphere

7.2: 20 h / 20 °C

8.1: triethylamine / dichloromethane / 20 h / 20 °C / Inert atmosphere

8.2: 4 h / 0 °C

With pyridine; hydrogenchloride; water; sodium hydride; potassium carbonate; triethylamine; sodium hydroxide; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; mineral oil;

DOI:10.1039/c3cc41388h

upstream raw materials:

(S)-5,7-dihydroxy-2-methyl-2,3-dihydroquinolin-4(1H)-one

(S)-5-hydroxy-2-methyl-7-[(R)-5-phenyl-2-pentyloxy]-2,3-dihydroquinolin-4(1H)-one

5-phenyl-2-pentanol phthalate

5-phenylpentan-2-ol

Downstream raw materials:

(6S,6aR)-5,6,6a,7-tetrahydro-1-hydroxy-6-methyl-3-[(R)-5-phenyl-2-pentyloxy]benzo[c]quinoline-9(8H)-one

(6S,6aR,10aR)-5,6,6a,7,10,10a-hexahydro-1-acetoxy-6-methyl-3-[(R)-5-phenyl-2-pentyloxy]benzo[c]quinoline-9(8H)-one

(6S,6aR,9R,10aR)-5,6,6a,7,8,9,10,10a-octahydro-1-acetoxy-9-hydroxy-6-methyl-3-[(R)-5-phenyl-2-pentyloxy]benzo[c]quinoline hydrochloride