propan-2-yl 4-{3-[5-(methylsulfonyl)-2,3-dihydro-1H-indol-1-yl]phenoxy}piperidine-1-carboxylate

Base Information

Chemical Name:propan-2-yl 4-{3-[5-(methylsulfonyl)-2,3-dihydro-1H-indol-1-yl]phenoxy}piperidine-1-carboxylate
CAS No.:1570178-49-2
Molecular Formula:C₂₄H₃₀N₂O₅S
Molecular Weight:458.579
Hs Code.:

Synonyms:propan-2-yl 4-{3-[5-(methylsulfonyl)-2,3-dihydro-1H-indol-1-yl]phenoxy}piperidine-1-carboxylate

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Chemical Property of propan-2-yl 4-{3-[5-(methylsulfonyl)-2,3-dihydro-1H-indol-1-yl]phenoxy}piperidine-1-carboxylate

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Technology Process of propan-2-yl 4-{3-[5-(methylsulfonyl)-2,3-dihydro-1H-indol-1-yl]phenoxy}piperidine-1-carboxylate

There total 4 articles about propan-2-yl 4-{3-[5-(methylsulfonyl)-2,3-dihydro-1H-indol-1-yl]phenoxy}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: 93.0%

: 1251940-27-8
tert-butyl 4-{3-[5-(methylsulfonyl)-2,3-dihydro-1H-indol-1-yl]phenoxy}piperidine-1-carboxylate

: 108-23-6
isopropyl chloroformate

: 1570178-49-2
propan-2-yl 4-{3-[5-(methylsulfonyl)-2,3-dihydro-1H-indol-1-yl]phenoxy}piperidine-1-carboxylate

Guidance literature:: tert-butyl 4-{3-[5-(methylsulfonyl)-2,3-dihydro-1H-indol-1-yl]phenoxy}piperidine-1-carboxylate; With trifluoroacetic acid; at 20 ℃; for 0.5h;

isopropyl chloroformate; With triethylamine; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1016/j.bmc.2014.01.028

Reference yield:

: 118811-07-7
tert-butyl 4-(tosyloxy)piperidin-1-carboxylate

: 1570178-49-2
propan-2-yl 4-{3-[5-(methylsulfonyl)-2,3-dihydro-1H-indol-1-yl]phenoxy}piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 80 °C

2.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / toluene / 16 h / 105 °C / Inert atmosphere

3.1: trifluoroacetic acid / 0.5 h / 20 °C

3.2: 2 h / 20 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; In N,N-dimethyl-formamide; toluene; 2.1: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.bmc.2014.01.028

Reference yield:

: 790667-54-8
tert-butyl 4-(3-bromophenoxy)piperidine-1-carboxylate

: 1570178-49-2
propan-2-yl 4-{3-[5-(methylsulfonyl)-2,3-dihydro-1H-indol-1-yl]phenoxy}piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / toluene / 16 h / 105 °C / Inert atmosphere

2.1: trifluoroacetic acid / 0.5 h / 20 °C

2.2: 2 h / 20 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; In toluene; 1.1: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.bmc.2014.01.028