7-((2R,4S)-4-Acetylamino-2-hydroxymethyl-pyrrolidin-1-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

Base Information

Chemical Name:7-((2R,4S)-4-Acetylamino-2-hydroxymethyl-pyrrolidin-1-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester
CAS No.:114677-03-1
Molecular Formula:C₂₅H₂₄F₃N₃O₅
Molecular Weight:503.478
Hs Code.:

7-((2R,4S)-4-Acetylamino-2-hydroxymethyl-pyrrolidin-1-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

Synonyms:7-((2R,4S)-4-Acetylamino-2-hydroxymethyl-pyrrolidin-1-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

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Chemical Property of 7-((2R,4S)-4-Acetylamino-2-hydroxymethyl-pyrrolidin-1-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

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Technology Process of 7-((2R,4S)-4-Acetylamino-2-hydroxymethyl-pyrrolidin-1-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

There total 8 articles about 7-((2R,4S)-4-Acetylamino-2-hydroxymethyl-pyrrolidin-1-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid 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:

: 114676-55-0
(2R,4S)-methyl 4-azido-1-benzylpyrrolidine-2-carboxylate

: 114677-03-1
7-((2R,4S)-4-Acetylamino-2-hydroxymethyl-pyrrolidin-1-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) lithium aluminum hydride, 2.) triethylamine / 1.) THF, room temperature, 3 h, 2.) pyridine, room temperature, 8 h

2: sodium methoxide / methanol / 2.25 h / Ambient temperature

3: 250 mg / aq. HCl, hydrogen / 5percent Pd/C / methanol / 3 h / Ambient temperature

4: 230 mg / triethylamine / pyridine / 48 h / 40 °C

With hydrogenchloride; lithium aluminium tetrahydride; hydrogen; sodium methylate; triethylamine; palladium on activated charcoal; In pyridine; methanol;
DOI:10.1021/jm00403a020

Reference yield:

: 114676-52-7
(2R,4S)-4-Acetylamino-1-benzyl-2-hydroxymethylpyrrolidine

: 114677-03-1
7-((2R,4S)-4-Acetylamino-2-hydroxymethyl-pyrrolidin-1-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 250 mg / aq. HCl, hydrogen / 5percent Pd/C / methanol / 3 h / Ambient temperature

2: 230 mg / triethylamine / pyridine / 48 h / 40 °C

With hydrogenchloride; hydrogen; triethylamine; palladium on activated charcoal; In pyridine; methanol;
DOI:10.1021/jm00403a020

Reference yield:

: 114676-59-4
(2R,4R)-4-hydroxy-2-methoxycarbonylpyrrolidine hydrochloride

: 114677-03-1
7-((2R,4S)-4-Acetylamino-2-hydroxymethyl-pyrrolidin-1-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 84 percent / triethylamine / CH₂Cl₂ / 7 h / Heating

2: 89 percent / triethylamine / CH₂Cl₂ / 19 h / 0 °C

3: 90 percent / tetra-n-butylammonium azide / acetonitrile / 1.58 h / 50 - 60 °C

4: 1.) lithium aluminum hydride, 2.) triethylamine / 1.) THF, room temperature, 3 h, 2.) pyridine, room temperature, 8 h

5: sodium methoxide / methanol / 2.25 h / Ambient temperature

6: 250 mg / aq. HCl, hydrogen / 5percent Pd/C / methanol / 3 h / Ambient temperature

7: 230 mg / triethylamine / pyridine / 48 h / 40 °C

With hydrogenchloride; lithium aluminium tetrahydride; hydrogen; sodium methylate; tetrabutylammoniun azide; triethylamine; palladium on activated charcoal; In pyridine; methanol; dichloromethane; acetonitrile;
DOI:10.1021/jm00403a020