4-[Methanesulfonyloxy-(1-methyl-6-nitro-4-oxo-1,4-dihydro-quinolin-2-yl)-methyl]-3-methoxy-benzoic acid methyl ester

Base Information

Chemical Name:4-[Methanesulfonyloxy-(1-methyl-6-nitro-4-oxo-1,4-dihydro-quinolin-2-yl)-methyl]-3-methoxy-benzoic acid methyl ester
CAS No.:188244-71-5
Molecular Formula:C₂₁H₂₀N₂O₉S
Molecular Weight:476.464
Hs Code.:

Synonyms:4-[Methanesulfonyloxy-(1-methyl-6-nitro-4-oxo-1,4-dihydro-quinolin-2-yl)-methyl]-3-methoxy-benzoic acid methyl ester

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Chemical Property of 4-[Methanesulfonyloxy-(1-methyl-6-nitro-4-oxo-1,4-dihydro-quinolin-2-yl)-methyl]-3-methoxy-benzoic acid methyl ester

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Technology Process of 4-[Methanesulfonyloxy-(1-methyl-6-nitro-4-oxo-1,4-dihydro-quinolin-2-yl)-methyl]-3-methoxy-benzoic acid methyl ester

There total 9 articles about 4-[Methanesulfonyloxy-(1-methyl-6-nitro-4-oxo-1,4-dihydro-quinolin-2-yl)-methyl]-3-methoxy-benzoic acid methyl 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: 90.0%

: 124-63-0
methanesulfonyl chloride

: 188244-70-4
2-(1-hydroxy-2-methoxy-4-methoxycarbonylbenzyl)-1-methyl-6-nitro-4-oxo-1,4-dihydroquinoline

: 188244-71-5
4-[Methanesulfonyloxy-(1-methyl-6-nitro-4-oxo-1,4-dihydro-quinolin-2-yl)-methyl]-3-methoxy-benzoic acid methyl ester

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1016/S0223-5234(97)83282-5

Reference yield:

: 3556-83-0
methyl 4-methyl-3-methoxybenzoate

: 188244-71-5
4-[Methanesulfonyloxy-(1-methyl-6-nitro-4-oxo-1,4-dihydro-quinolin-2-yl)-methyl]-3-methoxy-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / NBS, AIBN / CCl₄ / 4 h / Heating

2: 50 percent / Amberlite carbonate / benzene / 0.75 h / Heating

3: 78 percent / MnO₂ / CH₂Cl₂ / 15 h / Heating

4: 30 percent / LDA / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) -78 deg C, 30 min; room temperature, 2 h

5: 90 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

With manganese(IV) oxide; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); Amberlite carbonate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; tetrachloromethane; dichloromethane; benzene;
DOI:10.1016/S0223-5234(97)83282-5

Reference yield:

: 21873-49-4
6-nitroquinoline-4(1H)-one

: 188244-71-5
4-[Methanesulfonyloxy-(1-methyl-6-nitro-4-oxo-1,4-dihydro-quinolin-2-yl)-methyl]-3-methoxy-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / KOH / methanol / 24 h / Ambient temperature

2: 30 percent / LDA / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) -78 deg C, 30 min; room temperature, 2 h

3: 90 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

With potassium hydroxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0223-5234(97)83282-5