(1R,3R,5S)-((S)-1,1,1-trifluoropropan-2-yl) 3-((1r,4R)-4-(3-cyanopyridin-4-yloxy)cyclohexyloxy)-8-azabicyclo[3.2.1]octane-8-carboxylate

Base Information

Chemical Name:(1R,3R,5S)-((S)-1,1,1-trifluoropropan-2-yl) 3-((1r,4R)-4-(3-cyanopyridin-4-yloxy)cyclohexyloxy)-8-azabicyclo[3.2.1]octane-8-carboxylate
CAS No.:1430747-24-2
Molecular Formula:C₂₃H₂₈F₃N₃O₄
Molecular Weight:467.488
Hs Code.:

Synonyms:(1R,3R,5S)-((S)-1,1,1-trifluoropropan-2-yl) 3-((1r,4R)-4-(3-cyanopyridin-4-yloxy)cyclohexyloxy)-8-azabicyclo[3.2.1]octane-8-carboxylate

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Chemical Property of (1R,3R,5S)-((S)-1,1,1-trifluoropropan-2-yl) 3-((1r,4R)-4-(3-cyanopyridin-4-yloxy)cyclohexyloxy)-8-azabicyclo[3.2.1]octane-8-carboxylate

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Technology Process of (1R,3R,5S)-((S)-1,1,1-trifluoropropan-2-yl) 3-((1r,4R)-4-(3-cyanopyridin-4-yloxy)cyclohexyloxy)-8-azabicyclo[3.2.1]octane-8-carboxylate

There total 7 articles about (1R,3R,5S)-((S)-1,1,1-trifluoropropan-2-yl) 3-((1r,4R)-4-(3-cyanopyridin-4-yloxy)cyclohexyloxy)-8-azabicyclo[3.2.1]octane-8-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: 83.5%

: 374-01-6,17556-48-8,17628-73-8,3539-97-7
(S)-1,1,1-trifluoro-2-propanol

: 4-((1R,4r)-4-((1R,3r,5S)-8-azabicyclo[3.2.1]octan-3-yloxy)cyclohexyloxy)nicotinonitrile dihydrochloride

: 530-62-1
1,1'-carbonyldiimidazole

: 1430747-24-2
(1R,3R,5S)-((S)-1,1,1-trifluoropropan-2-yl) 3-((1r,4R)-4-(3-cyanopyridin-4-yloxy)cyclohexyloxy)-8-azabicyclo[3.2.1]octane-8-carboxylate

Guidance literature:: (S)-1,1,1-trifluoro-2-propanol; 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 60 ℃; for 3h;

4-((1R,4r)-4-((1R,3r,5S)-8-azabicyclo[3.2.1]octan-3-yloxy)cyclohexyloxy)nicotinonitrile dihydrochloride; With triethylamine; In tetrahydrofuran; at 80 - 120 ℃; for 7h; Microwave irradiation;

Reference yield:

: 1430747-28-6
(1R,3r,5S)-tert-butyl 3-(4-hydroxycyclohexyloxy)-8-azabicyclo[3.2.1]octane-8-carboxylate

: 1430747-24-2
(1R,3R,5S)-((S)-1,1,1-trifluoropropan-2-yl) 3-((1r,4R)-4-(3-cyanopyridin-4-yloxy)cyclohexyloxy)-8-azabicyclo[3.2.1]octane-8-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium tert-butylate / tetrahydrofuran / 0.42 h

2.1: hydrogenchloride / 1,4-dioxane; dichloromethane / 1 h / 20 °C

3.1: tetrahydrofuran / 3 h / 60 °C

3.2: 7 h / 80 - 120 °C / Microwave irradiation

With hydrogenchloride; potassium tert-butylate; In tetrahydrofuran; 1,4-dioxane; dichloromethane;

Reference yield:

: 371-41-5
4-Fluorophenol

: 1430747-24-2
(1R,3R,5S)-((S)-1,1,1-trifluoropropan-2-yl) 3-((1r,4R)-4-(3-cyanopyridin-4-yloxy)cyclohexyloxy)-8-azabicyclo[3.2.1]octane-8-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / acetonitrile / 20 °C

2.1: sodium hydride / dimethyl sulfoxide / 0.33 h / 20 °C

2.2: 60 h / 90 °C

2.3: 0.17 h

3.1: sodium tetraborate decahydrate; palladium 10% on activated carbon; hydrogen / isopropyl alcohol / 80 °C / 11251.1 Torr / Autoclave

4.1: potassium tert-butylate / tetrahydrofuran / 0.42 h

5.1: hydrogenchloride / 1,4-dioxane; dichloromethane / 1 h / 20 °C

6.1: tetrahydrofuran / 3 h / 60 °C

6.2: 7 h / 80 - 120 °C / Microwave irradiation

With hydrogenchloride; sodium tetraborate decahydrate; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; sodium hydride; potassium carbonate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; dimethyl sulfoxide; isopropyl alcohol; acetonitrile;