tert-butyl 4-((2-(benzylcarbamoyl)benzo[b]thiophen-3-yl)oxy)piperidine-1-carboxylate

Base Information

Chemical Name:tert-butyl 4-((2-(benzylcarbamoyl)benzo[b]thiophen-3-yl)oxy)piperidine-1-carboxylate
CAS No.:1416051-70-1
Molecular Formula:C₂₆H₃₀N₂O₄S
Molecular Weight:466.601
Hs Code.:

Synonyms:tert-butyl 4-((2-(benzylcarbamoyl)benzo[b]thiophen-3-yl)oxy)piperidine-1-carboxylate

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Chemical Property of tert-butyl 4-((2-(benzylcarbamoyl)benzo[b]thiophen-3-yl)oxy)piperidine-1-carboxylate

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Technology Process of tert-butyl 4-((2-(benzylcarbamoyl)benzo[b]thiophen-3-yl)oxy)piperidine-1-carboxylate

There total 4 articles about tert-butyl 4-((2-(benzylcarbamoyl)benzo[b]thiophen-3-yl)oxy)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: 74.0%

: 1416051-63-2
3-((1-(tert-butoxycarbonyl)piperidin-4-yl)oxy)benzo[b]thiophene-2-carboxylic acid

: 100-46-9
benzylamine

: 1416051-70-1
tert-butyl 4-((2-(benzylcarbamoyl)benzo[b]thiophen-3-yl)oxy)piperidine-1-carboxylate

Guidance literature:: 3-((1-(tert-butoxycarbonyl)piperidin-4-yl)oxy)benzo[b]thiophene-2-carboxylic acid; With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 0.5h;

benzylamine; In dichloromethane; for 20h;
DOI:10.1021/jm301474t

Reference yield:

: 4892-02-8
Methyl thiosalicylate

: 1416051-70-1
tert-butyl 4-((2-(benzylcarbamoyl)benzo[b]thiophen-3-yl)oxy)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium tert-butylate / tetrahydrofuran / 0.28 h / 0 - 20 °C

2.1: triphenylphosphine / tetrahydrofuran / 0.33 h / Inert atmosphere

2.2: Mitsunobu Displacement / 1.58 h / 0 - 20 °C / Inert atmosphere

3.1: lithium hydroxide monohydrate / methanol / 3 h / 20 °C

4.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / dichloromethane / 0.5 h / 20 °C

4.2: 20 h

With lithium hydroxide monohydrate; potassium tert-butylate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; 1.1: |Dieckmann Condensation / 2.1: |Mitsunobu Displacement;
DOI:10.1021/jm301474t

Reference yield:

: 1416051-61-0
tert-butyl 4-((2-(ethoxycarbonyl)benzo[b]thiophen-3-yl)oxy)piperidine-1-carboxylate

: 1416051-70-1
tert-butyl 4-((2-(benzylcarbamoyl)benzo[b]thiophen-3-yl)oxy)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium hydroxide monohydrate / methanol / 3 h / 20 °C

2.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / dichloromethane / 0.5 h / 20 °C

2.2: 20 h

With lithium hydroxide monohydrate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;
DOI:10.1021/jm301474t