(2'S,4'S)-7-<4'-amino-2'-(hydroxymethyl)pyrrolidinyl>-1-(2,4-difluorophenyl)-1,4-dihydro-6-fluoro-4-oxoquinoline-3-carboxylic acid

Base Information

Chemical Name:(2'S,4'S)-7-<4'-amino-2'-(hydroxymethyl)pyrrolidinyl>-1-(2,4-difluorophenyl)-1,4-dihydro-6-fluoro-4-oxoquinoline-3-carboxylic acid
CAS No.:114676-80-1
Molecular Formula:C₂₁H₁₈F₃N₃O₄
Molecular Weight:433.387
Hs Code.:

Synonyms:(2'S,4'S)-7-<4'-amino-2'-(hydroxymethyl)pyrrolidinyl>-1-(2,4-difluorophenyl)-1,4-dihydro-6-fluoro-4-oxoquinoline-3-carboxylic acid

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Chemical Property of (2'S,4'S)-7-<4'-amino-2'-(hydroxymethyl)pyrrolidinyl>-1-(2,4-difluorophenyl)-1,4-dihydro-6-fluoro-4-oxoquinoline-3-carboxylic acid

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Technology Process of (2'S,4'S)-7-<4'-amino-2'-(hydroxymethyl)pyrrolidinyl>-1-(2,4-difluorophenyl)-1,4-dihydro-6-fluoro-4-oxoquinoline-3-carboxylic acid

There total 10 articles about (2'S,4'S)-7-<4'-amino-2'-(hydroxymethyl)pyrrolidinyl>-1-(2,4-difluorophenyl)-1,4-dihydro-6-fluoro-4-oxoquinoline-3-carboxylic 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:

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

: 114676-80-1
(2'S,4'S)-7-<4'-amino-2'-(hydroxymethyl)pyrrolidinyl>-1-(2,4-difluorophenyl)-1,4-dihydro-6-fluoro-4-oxoquinoline-3-carboxylic acid

Guidance literature:: Multi-step reaction with 5 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

5: 1.) aq. NaOH, 2.) aq. HCl / 1.) THF, 60 deg C, 4.5 h, 2.) 105 deg C, 17 h

With hydrogenchloride; sodium hydroxide; 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

: 114676-80-1
(2'S,4'S)-7-<4'-amino-2'-(hydroxymethyl)pyrrolidinyl>-1-(2,4-difluorophenyl)-1,4-dihydro-6-fluoro-4-oxoquinoline-3-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 1.) aq. NaOH, 2.) aq. HCl / 1.) THF, 60 deg C, 4.5 h, 2.) 105 deg C, 17 h

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

Reference yield:

: 114676-54-9
(2R,4R)-1-benzyl-2-carbomethoxy-4-<(methylsulfonyl)oxy>pyrrolidine

: 114676-80-1
(2'S,4'S)-7-<4'-amino-2'-(hydroxymethyl)pyrrolidinyl>-1-(2,4-difluorophenyl)-1,4-dihydro-6-fluoro-4-oxoquinoline-3-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / tetra-n-butylammonium azide / acetonitrile / 1.58 h / 50 - 60 °C

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

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

4: 250 mg / aq. HCl, hydrogen / 5percent Pd/C / methanol / 3 h / Ambient temperature

5: 230 mg / triethylamine / pyridine / 48 h / 40 °C

6: 1.) aq. NaOH, 2.) aq. HCl / 1.) THF, 60 deg C, 4.5 h, 2.) 105 deg C, 17 h

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