8-(4-((tert-butoxycarbonylamino)methyl)-3-fluorophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid

Base Information

Chemical Name:8-(4-((tert-butoxycarbonylamino)methyl)-3-fluorophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid
CAS No.:1371630-46-4
Molecular Formula:C₂₆H₂₇FN₂O₅
Molecular Weight:466.509
Hs Code.:

Synonyms:8-(4-((tert-butoxycarbonylamino)methyl)-3-fluorophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid

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Chemical Property of 8-(4-((tert-butoxycarbonylamino)methyl)-3-fluorophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid

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Technology Process of 8-(4-((tert-butoxycarbonylamino)methyl)-3-fluorophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid

There total 13 articles about 8-(4-((tert-butoxycarbonylamino)methyl)-3-fluorophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-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: 86.0%

: 1371630-45-3
methyl 8-(4-((tert-butoxycarbonylamino)methyl)-3-fluorophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate

: 1371630-46-4
8-(4-((tert-butoxycarbonylamino)methyl)-3-fluorophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid

Guidance literature:: methyl 8-(4-((tert-butoxycarbonylamino)methyl)-3-fluorophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate; With water; sodium hydroxide; In methanol; at 50 ℃; for 2h;

With hydrogenchloride; In water; Product distribution / selectivity;

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 1371630-46-4
8-(4-((tert-butoxycarbonylamino)methyl)-3-fluorophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / dichloromethane / 2 h / 0 - 20 °C

2: sodium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 3 h / 90 °C / Inert atmosphere

3: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / toluene; ethanol; water / 4 h / 90 °C / Inert atmosphere

4: sodium hydroxide; water / methanol / 2 h / 50 °C

With water; sodium acetate; sodium carbonate; triethylamine; sodium hydroxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; toluene;

Reference yield:

: (3-methyl-4-chloropyridin-2-yl)cyclopropylmethanol

: 1371630-46-4
8-(4-((tert-butoxycarbonylamino)methyl)-3-fluorophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: manganese(IV) oxide / dichloromethane / 20 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 3 h / 0 °C

2.2: 40 °C

3.1: sulfuric acid; acetic acid / 20 °C

3.2: pH 8 - 9

4.1: piperidine; acetic acid / ethanol / 5 h / 100 °C

5.1: diphenyl ether-biphenyl eutectic / 0.5 h / 240 °C / microwave irradiation

6.1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / toluene; ethanol; water / 4 h / 90 °C / Inert atmosphere

7.1: sodium hydroxide; water / methanol / 2 h / 50 °C

With piperidine; manganese(IV) oxide; sulfuric acid; water; sodium hydride; sodium carbonate; acetic acid; sodium hydroxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; methanol; diphenyl ether-biphenyl eutectic; ethanol; dichloromethane; water; toluene; mineral oil;