tert-butyl (R)-4-(1-(4-(methoxycarbonyl)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)phenyl)-1H-benzo[d]imidazol-5-yloxy)piperidine-1-carboxylate

Base Information

Chemical Name:tert-butyl (R)-4-(1-(4-(methoxycarbonyl)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)phenyl)-1H-benzo[d]imidazol-5-yloxy)piperidine-1-carboxylate
CAS No.:1276687-84-3
Molecular Formula:C₃₄H₃₆F₃N₃O₆
Molecular Weight:639.672
Hs Code.:

tert-butyl (R)-4-(1-(4-(methoxycarbonyl)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)phenyl)-1H-benzo[d]imidazol-5-yloxy)piperidine-1-carboxylate

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Chemical Property of tert-butyl (R)-4-(1-(4-(methoxycarbonyl)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)phenyl)-1H-benzo[d]imidazol-5-yloxy)piperidine-1-carboxylate

Chemical Property:

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Technology Process of tert-butyl (R)-4-(1-(4-(methoxycarbonyl)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)phenyl)-1H-benzo[d]imidazol-5-yloxy)piperidine-1-carboxylate

There total 7 articles about tert-butyl (R)-4-(1-(4-(methoxycarbonyl)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)phenyl)-1H-benzo[d]imidazol-5-yloxy)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: 39.0%

: 1276687-82-1
methyl (R)-4-(5-hydroxy-1H-benzo[d]imidazol-1-yl)-2-(1-(2-(trifluoromethyl)phenyl)ethoxy)benzoate

: 109384-19-2
t-butyl 4-hydroxy piperidine-1-carboxylate

: 1276687-84-3
tert-butyl (R)-4-(1-(4-(methoxycarbonyl)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)phenyl)-1H-benzo[d]imidazol-5-yloxy)piperidine-1-carboxylate

Guidance literature:: With di-tert-butyl-diazodicarboxylate; triphenylphosphine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/jm1011726

Reference yield:

: 1276687-76-3
methyl (R)-4-amino-2-(1-(2-(trifluoromethyl)phenyl)ethoxy)benzoate

: 1276687-84-3
tert-butyl (R)-4-(1-(4-(methoxycarbonyl)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)phenyl)-1H-benzo[d]imidazol-5-yloxy)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 60 °C

2: hydrogen; pyridinium p-toluenesulfonate / ethyl acetate / 20 °C

3: trifluoroacetic acid / dichloromethane / 0 - 20 °C

4: di-tert-butyl-diazodicarboxylate; triphenylphosphine / dichloromethane / 0 - 20 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; di-tert-butyl-diazodicarboxylate; hydrogen; pyridinium p-toluenesulfonate; caesium carbonate; triphenylphosphine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; ethyl acetate; 1: Buchwald-Hartwig reaction / 4: Mitsunobu reaction;
DOI:10.1021/jm1011726

Reference yield:

: 1276687-74-1
methyl (R)-4-nitro-2-(1-(2-(trifluoromethyl)phenyl)ethoxy)benzoate

: 1276687-84-3
tert-butyl (R)-4-(1-(4-(methoxycarbonyl)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)phenyl)-1H-benzo[d]imidazol-5-yloxy)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: palladium 10% on activated carbon; hydrogen / methanol; water / 20 °C

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 60 °C

3: hydrogen; pyridinium p-toluenesulfonate / ethyl acetate / 20 °C

4: trifluoroacetic acid / dichloromethane / 0 - 20 °C

5: di-tert-butyl-diazodicarboxylate; triphenylphosphine / dichloromethane / 0 - 20 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; di-tert-butyl-diazodicarboxylate; palladium 10% on activated carbon; hydrogen; pyridinium p-toluenesulfonate; caesium carbonate; triphenylphosphine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; In 1,4-dioxane; methanol; dichloromethane; water; ethyl acetate; 2: Buchwald-Hartwig reaction / 5: Mitsunobu reaction;
DOI:10.1021/jm1011726