tert-butyl 4-((4-(3-fluoropyridin-4-yl)cyclohex-3-enyloxy)methyl)piperidine-1-carboxylate

Base Information

Chemical Name:tert-butyl 4-((4-(3-fluoropyridin-4-yl)cyclohex-3-enyloxy)methyl)piperidine-1-carboxylate
CAS No.:1401098-16-5
Molecular Formula:C₂₂H₃₁FN₂O₃
Molecular Weight:390.498
Hs Code.:

Synonyms:tert-butyl 4-((4-(3-fluoropyridin-4-yl)cyclohex-3-enyloxy)methyl)piperidine-1-carboxylate

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Chemical Property of tert-butyl 4-((4-(3-fluoropyridin-4-yl)cyclohex-3-enyloxy)methyl)piperidine-1-carboxylate

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Technology Process of tert-butyl 4-((4-(3-fluoropyridin-4-yl)cyclohex-3-enyloxy)methyl)piperidine-1-carboxylate

There total 7 articles about tert-butyl 4-((4-(3-fluoropyridin-4-yl)cyclohex-3-enyloxy)methyl)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: 38.8%

: 1159811-44-5
4-bromo-3-fluoropyridine hydrochloride

: 1401098-23-4
tert-butyl 4-((4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-enyloxy)methyl)piperidine-1-carboxylate

: 1401098-16-5
tert-butyl 4-((4-(3-fluoropyridin-4-yl)cyclohex-3-enyloxy)methyl)piperidine-1-carboxylate

Guidance literature:: With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 100 ℃; for 3h; Microwave irradiation;

Reference yield:

: 198627-85-9
tert-butyl 4-((4-oxocyclohexyloxy)methyl)piperidine-1-carboxylate

: 1401098-16-5
tert-butyl 4-((4-(3-fluoropyridin-4-yl)cyclohex-3-enyloxy)methyl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

1.2: 2.5 h / -78 - 20 °C

2.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 1 h / 100 °C / Inert atmosphere; Microwave irradiation

3.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 3 h / 100 °C / Microwave irradiation

With potassium acetate; sodium carbonate; lithium hexamethyldisilazane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; N,N-dimethyl-formamide;

Reference yield:

: 103-16-2
4-Benzyloxyphenol

: 1401098-16-5
tert-butyl 4-((4-(3-fluoropyridin-4-yl)cyclohex-3-enyloxy)methyl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 72 h / 20 - 55 °C

2.1: hydrogen / palladium 10% on activated carbon / ethanol; water / 15 h / 23 °C / 760.05 Torr

3.1: hydrogen; sodium hydroxide / rhodium contaminated with carbon / water / 21 h / 60 - 70 °C / 7500.75 - 9750.98 Torr

3.2: 18 h / 23 °C

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

4.2: 2.5 h / -78 - 20 °C

5.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 1 h / 100 °C / Inert atmosphere; Microwave irradiation

6.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 3 h / 100 °C / Microwave irradiation

With di-isopropyl azodicarboxylate; hydrogen; potassium acetate; sodium carbonate; triphenylphosphine; sodium hydroxide; lithium hexamethyldisilazane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium 10% on activated carbon; rhodium contaminated with carbon; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide;