(6S,9R)-6-(2,3-difluorophenyl)-6-hydroxy-6,7,8,9-tetrahydro-5Hcyclohepta[b]pyridin-9-yl 4-(2-Oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate

Base Information

Chemical Name:(6S,9R)-6-(2,3-difluorophenyl)-6-hydroxy-6,7,8,9-tetrahydro-5Hcyclohepta[b]pyridin-9-yl 4-(2-Oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate
CAS No.:1289023-68-2
Molecular Formula:C₂₈H₂₇F₂N₅O₄
Molecular Weight:535.55
Hs Code.:

(6S,9R)-6-(2,3-difluorophenyl)-6-hydroxy-6,7,8,9-tetrahydro-5Hcyclohepta[b]pyridin-9-yl 4-(2-Oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate

Synonyms:(6S,9R)-6-(2,3-difluorophenyl)-6-hydroxy-6,7,8,9-tetrahydro-5Hcyclohepta[b]pyridin-9-yl 4-(2-Oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate

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Chemical Property of (6S,9R)-6-(2,3-difluorophenyl)-6-hydroxy-6,7,8,9-tetrahydro-5Hcyclohepta[b]pyridin-9-yl 4-(2-Oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate

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Technology Process of (6S,9R)-6-(2,3-difluorophenyl)-6-hydroxy-6,7,8,9-tetrahydro-5Hcyclohepta[b]pyridin-9-yl 4-(2-Oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate

There total 15 articles about (6S,9R)-6-(2,3-difluorophenyl)-6-hydroxy-6,7,8,9-tetrahydro-5Hcyclohepta[b]pyridin-9-yl 4-(2-Oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate 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: 100.0%

: 1190363-91-7
4-nitrophenyl 4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)-piperidine-1-carboxylate

: 1289024-24-3
(6S,9R)-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-6,9-diol

: 1289023-68-2
(6S,9R)-6-(2,3-difluorophenyl)-6-hydroxy-6,7,8,9-tetrahydro-5Hcyclohepta[b]pyridin-9-yl 4-(2-Oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate

Guidance literature:: With sodium hexamethyldisilazane; In N,N-dimethyl-formamide; at 20 ℃; for 3.5h; Inert atmosphere;

Reference yield:

: 1190363-43-9
5S⁽⁹⁾-hydroxy-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-one

: 1289023-68-2
(6S,9R)-6-(2,3-difluorophenyl)-6-hydroxy-6,7,8,9-tetrahydro-5Hcyclohepta[b]pyridin-9-yl 4-(2-Oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 11 steps

1.1: triethylamine / dichloromethane / 1 h / 0 °C

2.1: sodium tetrahydroborate; methanol / 1 h / 20 °C

3.1: Burgess Reagent / benzene / 5 h / Reflux; Inert atmosphere

4.1: sodium hypochlorite; disodium hydrogenphosphate / (-)-chloro((1R,2R)-4,4',6,6'-tetra-tert-butyl-2,2'-[cyclohexane-1,2-diylbis(nitrilomethylidyne)]diphenolato)manganese(III) / dichloromethane / 21 h / 0 - 20 °C / Reflux

5.1: hydrogen / palladium 10% on activated carbon / methanol / 3 h / 20 °C / 760.05 Torr

6.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.67 h / -55 - -50 °C

6.2: 0.5 h / -50 - -20 °C

7.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -65 - -60 °C / Inert atmosphere

7.2: 1.5 h / -78 - 20 °C

8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 50 °C

9.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 15 h / Inert atmosphere

10.1: lithium hydroxide / tetrahydrofuran / 2 h / 20 °C

11.1: sodium hexamethyldisilazane / N,N-dimethyl-formamide / 3.5 h / 20 °C / Inert atmosphere

With methanol; sodium hypochlorite; sodium tetrahydroborate; disodium hydrogenphosphate; n-butyllithium; oxalyl dichloride; Burgess Reagent; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; hydrogen; sodium hexamethyldisilazane; dimethyl sulfoxide; triethylamine; triphenylphosphine; lithium hydroxide; (-)-chloro((1R,2R)-4,4',6,6'-tetra-tert-butyl-2,2'-[cyclohexane-1,2-diylbis(nitrilomethylidyne)]diphenolato)manganese(III); palladium 10% on activated carbon; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; benzene; 6.1: Swern Oxidation / 6.2: Swern Oxidation / 9.1: Mitsunobu reaction;

Reference yield:

: 1289024-08-3
(1aS,4S,8bR)-4-((triisopropylsilyl)oxy)-1a,3,4,8b-tetrahydro-2Hoxireno[2′,3′:3,4]cyclohepta[1,2-b]pyridine

: 1289023-68-2
(6S,9R)-6-(2,3-difluorophenyl)-6-hydroxy-6,7,8,9-tetrahydro-5Hcyclohepta[b]pyridin-9-yl 4-(2-Oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: hydrogen / palladium 10% on activated carbon / methanol / 3 h / 20 °C / 760.05 Torr

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.67 h / -55 - -50 °C

2.2: 0.5 h / -50 - -20 °C

3.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -65 - -60 °C / Inert atmosphere

3.2: 1.5 h / -78 - 20 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 50 °C

5.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 15 h / Inert atmosphere

6.1: lithium hydroxide / tetrahydrofuran / 2 h / 20 °C

7.1: sodium hexamethyldisilazane / N,N-dimethyl-formamide / 3.5 h / 20 °C / Inert atmosphere

With n-butyllithium; oxalyl dichloride; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; hydrogen; sodium hexamethyldisilazane; dimethyl sulfoxide; triphenylphosphine; lithium hydroxide; palladium 10% on activated carbon; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; 2.1: Swern Oxidation / 2.2: Swern Oxidation / 5.1: Mitsunobu reaction;