[3-((R)-1-{5-[5-chloro-3-fluoro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-phenyl]-3-fluoro-pyridin-2-yl}-ethylcarbamoyl)-oxetan-3-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Base Information

Chemical Name:[3-((R)-1-{5-[5-chloro-3-fluoro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-phenyl]-3-fluoro-pyridin-2-yl}-ethylcarbamoyl)-oxetan-3-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester
CAS No.:1384171-39-4
Molecular Formula:C₃₅H₂₈ClF₂N₅O₅
Molecular Weight:672.088
Hs Code.:

[3-((R)-1-{5-[5-chloro-3-fluoro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-phenyl]-3-fluoro-pyridin-2-yl}-ethylcarbamoyl)-oxetan-3-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Synonyms:[3-((R)-1-{5-[5-chloro-3-fluoro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-phenyl]-3-fluoro-pyridin-2-yl}-ethylcarbamoyl)-oxetan-3-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester

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Chemical Property of [3-((R)-1-{5-[5-chloro-3-fluoro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-phenyl]-3-fluoro-pyridin-2-yl}-ethylcarbamoyl)-oxetan-3-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester

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Technology Process of [3-((R)-1-{5-[5-chloro-3-fluoro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-phenyl]-3-fluoro-pyridin-2-yl}-ethylcarbamoyl)-oxetan-3-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester

There total 15 articles about [3-((R)-1-{5-[5-chloro-3-fluoro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-phenyl]-3-fluoro-pyridin-2-yl}-ethylcarbamoyl)-oxetan-3-yl]-carbamic acid 9H-fluoren-9-ylmethyl 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: 98.0%

: 1135531-77-9
(1R)-1-{5-[5-chloro-3-fluoro-2-(5-methyl-1,2,4-oxadiazol-3-yl)phenyl]-3-fluoropyridin-2-yl}ethanamide

: 1380327-56-9
3-(9H-fluoren-9-ylmethoxycarbonylamino)oxetane-3-carboxylic acid

: 1384171-39-4
[3-((R)-1-{5-[5-chloro-3-fluoro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-phenyl]-3-fluoro-pyridin-2-yl}-ethylcarbamoyl)-oxetan-3-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: 3-(9H-fluoren-9-ylmethoxycarbonylamino)oxetane-3-carboxylic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h;

(1R)-1-{5-[5-chloro-3-fluoro-2-(5-methyl-1,2,4-oxadiazol-3-yl)phenyl]-3-fluoropyridin-2-yl}ethanamide; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h;

Reference yield:

: 15862-34-7
5-bromo-3-nitro-2-pyridone

: 1384171-39-4
[3-((R)-1-{5-[5-chloro-3-fluoro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-phenyl]-3-fluoro-pyridin-2-yl}-ethylcarbamoyl)-oxetan-3-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: phosphorus(V) oxybromide / N,N-dimethyl-formamide; toluene / 16 h / 90 °C

2.1: propiononitrile / 17 h / 90 °C

3.1: tetrabutyl ammonium fluoride; sulfuric acid / N,N-dimethyl-formamide / 1 h / -40 °C

3.2: -40 °C / pH 3

4.1: methylmagnesium chloride / toluene; tetrahydrofuran / 1 h / -10 °C

4.2: 16 h / 25 °C

4.3: 0.5 h

5.1: hydrogen / (1S,1S',2R,2R')-1,1'-di-tert-butyl-(2,2’)-diphospholane; bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate / methanol / 4.5 h / 7500.75 Torr / Autoclave; Charcoal presence

6.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / dichloromethane; dimethyl sulfoxide / 1.67 h / 90 °C / Inert atmosphere; Sealed tube

7.1: potassium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / dichloromethane / 3 h / 20 - 80 °C / Inert atmosphere; Sealed tube

8.1: hydrogenchloride / water / 75 °C

8.2: pH 12

9.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.08 h / 20 °C

9.2: 1.5 h / 20 °C

With hydrogenchloride; sulfuric acid; tetrabutyl ammonium fluoride; hydrogen; methylmagnesium chloride; potassium acetate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; phosphorus(V) oxybromide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; (1S,1S',2R,2R')-1,1'-di-tert-butyl-(2,2’)-diphospholane; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; propiononitrile; 7.1: Suzuki Coupling;

Reference yield:

: N-[1-(5-bromo-3-fluoropyridin-2-yl)vinyl]acetamide

: 1384171-39-4
[3-((R)-1-{5-[5-chloro-3-fluoro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-phenyl]-3-fluoro-pyridin-2-yl}-ethylcarbamoyl)-oxetan-3-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: hydrogen / (1S,1S',2R,2R')-1,1'-di-tert-butyl-(2,2’)-diphospholane; bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate / methanol / 4.5 h / 7500.75 Torr / Autoclave; Charcoal presence

2.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / dichloromethane; dimethyl sulfoxide / 1.67 h / 90 °C / Inert atmosphere; Sealed tube

3.1: potassium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / dichloromethane / 3 h / 20 - 80 °C / Inert atmosphere; Sealed tube

4.1: hydrogenchloride / water / 75 °C

4.2: pH 12

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.08 h / 20 °C

5.2: 1.5 h / 20 °C

With hydrogenchloride; hydrogen; potassium acetate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; (1S,1S',2R,2R')-1,1'-di-tert-butyl-(2,2’)-diphospholane; In methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; 3.1: Suzuki Coupling;