3-Quinolinecarboxylic acid, 1-[4-[4-[[(2S)-2-[bis(ethylthio)methyl]-1-pyrrolidinyl]carbonyl]-2-methoxy- 5-nitrophenoxy]butyl]-6,7-difluoro-1,4-dihydro-4-oxo-, ethyl ester

Base Information

• Chemical Name: 3-Quinolinecarboxylic acid, 1-[4-[4-[[(2S)-2-[bis(ethylthio)methyl]-1-pyrrolidinyl]carbonyl]-2-methoxy- 5-nitrophenoxy]butyl]-6,7-difluoro-1,4-dihydro-4-oxo-, ethyl ester
• CAS No.: 850212-13-4
• Molecular Formula: C33H39F2N3O8S2
• Molecular Weight: 707.817
• Mol file: 850212-13-4.mol

Synonyms:

Chemical Property of 3-Quinolinecarboxylic acid, 1-[4-[4-[[(2S)-2-[bis(ethylthio)methyl]-1-pyrrolidinyl]carbonyl]-2-methoxy- 5-nitrophenoxy]butyl]-6,7-difluoro-1,4-dihydro-4-oxo-, ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Quinolinecarboxylic acid, 1-[4-[4-[[(2S)-2-[bis(ethylthio)methyl]-1-pyrrolidinyl]carbonyl]-2-methoxy- 5-nitrophenoxy]butyl]-6,7-difluoro-1,4-dihydro-4-oxo-, ethyl ester

There total 6 articles about 3-Quinolinecarboxylic acid, 1-[4-[4-[[(2S)-2-[bis(ethylthio)methyl]-1-pyrrolidinyl]carbonyl]-2-methoxy- 5-nitrophenoxy]butyl]-6,7-difluoro-1,4-dihydro-4-oxo-, ethyl ester 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: 95.0%

ethyl 1-(4-bromobutyl)-6,7-difluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylate (850212-00-9) + (2S)-N-(4-hydroxy-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxaldehyde diethyl thioacetal (140647-02-5) → ethyl 1-(4-(4-[2-di(ethylsulfanyl)methyl-(2S)-tetrahydro-1H-1-pyrrolylcarbonyl]-2-methoxy-5-nitrophenoxy)butyl)-6,7-difluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylate (850212-13-4)

Guidance literature:

With potassium carbonate; In acetone; for 48h; Heating;

DOI:10.1016/j.bmc.2005.01.010

Reference yield:

(2S)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxaldehyde diethyl dithioacetal (127810-77-9) → ethyl 1-(4-(4-[2-di(ethylsulfanyl)methyl-(2S)-tetrahydro-1H-1-pyrrolylcarbonyl]-2-methoxy-5-nitrophenoxy)butyl)-6,7-difluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylate (850212-13-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / EtSH; BF₃*OEt₂ / CH₂Cl₂ / 12 h / 20 °C

2: 95 percent / potassium carbonate / acetone / 48 h / Heating

With boron trifluoride diethyl etherate; potassium carbonate; ethanethiol; In dichloromethane; acetone;

DOI:10.1016/j.bmc.2005.01.010

Reference yield:

diethyl 2-[(3,4-difluorophenylamino)methylene]malonate (142354-87-8) → ethyl 1-(4-(4-[2-di(ethylsulfanyl)methyl-(2S)-tetrahydro-1H-1-pyrrolylcarbonyl]-2-methoxy-5-nitrophenoxy)butyl)-6,7-difluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylate (850212-13-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / diphenyl ether / 1 h / Heating

2: 90 percent / potassium carbonate / acetone / 48 h / Heating

3: 95 percent / potassium carbonate / acetone / 48 h / Heating

With diphenylether; potassium carbonate; In acetone;

DOI:10.1016/j.bmc.2005.01.010

upstream raw materials:

ethyl 1-(4-bromobutyl)-6,7-difluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylate

(2S)-N-(4-hydroxy-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxaldehyde diethyl thioacetal

(2S)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxaldehyde diethyl dithioacetal

diethyl 2-[(3,4-difluorophenylamino)methylene]malonate