(R)-1,1,1-trifluoropropan-2-yl 4-((1r,4r)-4-(3-(methylthio)pyridin-4-yloxy)cyclohexyloxy)piperidine-1-carboxylate

Base Information

• Chemical Name: (R)-1,1,1-trifluoropropan-2-yl 4-((1r,4r)-4-(3-(methylthio)pyridin-4-yloxy)cyclohexyloxy)piperidine-1-carboxylate
• CAS No.: 1415818-42-6
• Molecular Formula: C₂₁H₂₉F₃N₂O₄S
• Molecular Weight: 462.533

Synonyms:(R)-1,1,1-trifluoropropan-2-yl 4-((1r,4r)-4-(3-(methylthio)pyridin-4-yloxy)cyclohexyloxy)piperidine-1-carboxylate

Chemical Property of (R)-1,1,1-trifluoropropan-2-yl 4-((1r,4r)-4-(3-(methylthio)pyridin-4-yloxy)cyclohexyloxy)piperidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-1,1,1-trifluoropropan-2-yl 4-((1r,4r)-4-(3-(methylthio)pyridin-4-yloxy)cyclohexyloxy)piperidine-1-carboxylate

There total 11 articles about (R)-1,1,1-trifluoropropan-2-yl 4-((1r,4r)-4-(3-(methylthio)pyridin-4-yloxy)cyclohexyloxy)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:

(R)-1,1,1-trifluoropropan-2-yl 4-((1r,4r)-4-(3-iodopyridin-4-yloxy)cyclohexyloxy)piperidine-1-carboxylate (1415818-17-5) + sodium thiomethoxide (5188-07-8) → (R)-1,1,1-trifluoropropan-2-yl 4-((1r,4r)-4-(3-(methylthio)pyridin-4-yloxy)cyclohexyloxy)piperidine-1-carboxylate (1415818-42-6)

Guidance literature:

With 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In water; toluene; at 70 ℃; for 3h; Inert atmosphere;

Reference yield:

4,4-ethylenedioxycyclohexan-1-ol (22428-87-1) → (R)-1,1,1-trifluoropropan-2-yl 4-((1r,4r)-4-(3-(methylthio)pyridin-4-yloxy)cyclohexyloxy)piperidine-1-carboxylate (1415818-42-6)

Guidance literature:

Multi-step reaction with 10 steps

1.1: sodium t-butanolate / dimethyl sulfoxide / 4 h / 40 - 80 °C

2.1: hydrogenchloride; water / 50 °C

2.2: 0.17 h / 20 °C / pH 6

2.3: 0.17 h / pH 7 - 8

3.1: sodium tetrahydroborate; methanol / 11 - 36 °C

3.2: 0.5 h

3.3: pH 8

4.1: ISOPROPYLAMIDE; tetrahydrofuran

5.1: sodium tetrahydroborate; methanol / 20 °C / Cooling with ice

6.1: hydrogen / palladium 10% on activated carbon / methanol / 16 h / 2585.81 Torr

7.1: potassium tert-butylate / tetrahydrofuran / 5 h / 20 °C

8.1: N-ethyl-N,N-diisopropylamine; carbonochloridic acid 1-chloro-ethyl ester / dichloromethane / 1 h / 20 °C

8.2: 20 °C

9.1: tetrahydrofuran / 2 h / 60 °C

9.2: 4 h / Reflux

10.1: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / toluene; water / 3 h / 70 °C / Inert atmosphere

With hydrogenchloride; methanol; sodium tetrahydroborate; carbonochloridic acid 1-chloro-ethyl ester; potassium tert-butylate; water; hydrogen; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; ISOPROPYLAMIDE; water; dimethyl sulfoxide; toluene;

Reference yield:

4-chlorpyridine hydrochloride (7379-35-3) → (R)-1,1,1-trifluoropropan-2-yl 4-((1r,4r)-4-(3-(methylthio)pyridin-4-yloxy)cyclohexyloxy)piperidine-1-carboxylate (1415818-42-6)

Guidance literature:

Multi-step reaction with 10 steps

1.1: sodium t-butanolate / dimethyl sulfoxide / 4 h / 40 - 80 °C

2.1: hydrogenchloride; water / 50 °C

2.2: 0.17 h / 20 °C / pH 6

2.3: 0.17 h / pH 7 - 8

3.1: sodium tetrahydroborate; methanol / 11 - 36 °C

3.2: 0.5 h

3.3: pH 8

4.1: ISOPROPYLAMIDE; tetrahydrofuran

5.1: sodium tetrahydroborate; methanol / 20 °C / Cooling with ice

6.1: hydrogen / palladium 10% on activated carbon / methanol / 16 h / 2585.81 Torr

7.1: potassium tert-butylate / tetrahydrofuran / 5 h / 20 °C

8.1: N-ethyl-N,N-diisopropylamine; carbonochloridic acid 1-chloro-ethyl ester / dichloromethane / 1 h / 20 °C

8.2: 20 °C

9.1: tetrahydrofuran / 2 h / 60 °C

9.2: 4 h / Reflux

10.1: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / toluene; water / 3 h / 70 °C / Inert atmosphere

With hydrogenchloride; methanol; sodium tetrahydroborate; carbonochloridic acid 1-chloro-ethyl ester; potassium tert-butylate; water; hydrogen; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; ISOPROPYLAMIDE; water; dimethyl sulfoxide; toluene;

upstream raw materials:

4,4-ethylenedioxycyclohexan-1-ol

4-chlorpyridine hydrochloride

(R)-1,1,1-trifluoropropan-2-yl 4-((1r,4r)-4-(3-iodopyridin-4-yloxy)cyclohexyloxy)piperidine-1-carboxylate

sodium thiomethoxide

Downstream raw materials:

(R)-1,1,1-trifluoropropan-2-yl 4-((1r,4r)-4-(3-(methylsulfinyl)pyridin-4-yloxy)cyclohexyloxy)piperidine-1-carboxylate

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