1-ethyl-4-oxo-6-[3-({2-[(phenylmethyl)oxy]ethyl}oxy)propyl]-1,4-dihydro-3-quinolinecarboxylic acid

Base Information

• Chemical Name: 1-ethyl-4-oxo-6-[3-({2-[(phenylmethyl)oxy]ethyl}oxy)propyl]-1,4-dihydro-3-quinolinecarboxylic acid
• CAS No.: 1251931-78-8
• Molecular Formula: C₂₄H₂₇NO₅
• Molecular Weight: 409.482
• Mol file: 1251931-78-8.mol

Synonyms:1-ethyl-4-oxo-6-[3-({2-[(phenylmethyl)oxy]ethyl}oxy)propyl]-1,4-dihydro-3-quinolinecarboxylic acid

Chemical Property of 1-ethyl-4-oxo-6-[3-({2-[(phenylmethyl)oxy]ethyl}oxy)propyl]-1,4-dihydro-3-quinolinecarboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-ethyl-4-oxo-6-[3-({2-[(phenylmethyl)oxy]ethyl}oxy)propyl]-1,4-dihydro-3-quinolinecarboxylic acid

There total 10 articles about 1-ethyl-4-oxo-6-[3-({2-[(phenylmethyl)oxy]ethyl}oxy)propyl]-1,4-dihydro-3-quinolinecarboxylic acid 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:

1-ethyl-4-oxo-6-[3-({2-[(phenylmethyl)oxy]ethyl}oxy)-1-propyn-1-yl]-1,4-dihydro-3-quinolinecarboxylic acid (869310-65-6) → 1-ethyl-4-oxo-6-[3-({2-[(phenylmethyl)oxy]ethyl}oxy)propyl]-1,4-dihydro-3-quinolinecarboxylic acid (1251931-78-8)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; dichloromethane; for 48h; under 3750.38 Torr;

Reference yield:

1-ethyl-4-oxo-6-[3-({2-[(phenylmethyl)oxy]ethyl}oxy)-1-propyn-1-yl]-1,4-dihydro-3-quinolinecarboxylic acid (869310-65-6) → 1-ethyl-4-oxo-6-[3-({2-[(phenylmethyl)oxy]ethyl}oxy)propyl]-1,4-dihydro-3-quinolinecarboxylic acid (1251931-78-8) + C15H17NO3 (1251931-77-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; dichloromethane; at 15 - 20 ℃; for 2h; under 3750.38 Torr;

DOI:10.1021/op100199t

Reference yield:

2-Benzyloxyethanol (622-08-2,1201808-31-2) → 1-ethyl-4-oxo-6-[3-({2-[(phenylmethyl)oxy]ethyl}oxy)propyl]-1,4-dihydro-3-quinolinecarboxylic acid (1251931-78-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / toluene; mineral oil / 1.75 h / 10 - 20 °C / Inert atmosphere

1.2: 2 h / 20 - 25 °C / Inert atmosphere

2.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / ethanol / 1.33 h / 57 °C

3.1: palladium 10% on activated carbon; hydrogen / ethanol; dichloromethane / 2 h / 15 - 20 °C / 3750.38 Torr

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; palladium 10% on activated carbon; hydrogen; sodium hydride; triethylamine; In ethanol; dichloromethane; toluene; mineral oil; 2.1: Sonogashira coupling;

DOI:10.1021/op100199t

upstream raw materials:

1-ethyl-4-oxo-6-[3-({2-[(phenylmethyl)oxy]ethyl}oxy)-1-propyn-1-yl]-1,4-dihydro-3-quinolinecarboxylic acid

2-fluoro-5-iodobenzoyl chloride

ethyl 3-(dimethylamino)-2-[(2-fluoro-5-iodophenyl)carbonyl]-2-propenoate

1-ethyl-6-iodo-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester