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

Base Information

• Chemical Name: tert-butyl 4-((2-(((3-methoxybenzyl)oxy)carbonyl)benzo[b]thiophen-3-yl)oxy)piperidine-1-carboxylate
• CAS No.: 1416051-66-5
• Molecular Formula: C₂₇H₃₁NO₆S
• Molecular Weight: 497.612
• Mol file: 1416051-66-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about tert-butyl 4-((2-(((3-methoxybenzyl)oxy)carbonyl)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: 60.0%

3-methoxybenzyl alcohol (6971-51-3) + 3-((1-(tert-butoxycarbonyl)piperidin-4-yl)oxy)benzo[b]thiophene-2-carboxylic acid (1416051-63-2) → tert-butyl 4-((2-(((3-methoxybenzyl)oxy)carbonyl)benzo[b]thiophen-3-yl)oxy)piperidine-1-carboxylate (1416051-66-5)

Guidance literature:

3-((1-(tert-butoxycarbonyl)piperidin-4-yl)oxy)benzo[b]thiophene-2-carboxylic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 0.25h;

3-methoxybenzyl alcohol; In acetonitrile; at 20 ℃; for 18h;

DOI:10.1021/jm301474t

Reference yield:

ethyl 3-hydroxybenzothiophene-2-carboxylate (5556-20-7) → tert-butyl 4-((2-(((3-methoxybenzyl)oxy)carbonyl)benzo[b]thiophen-3-yl)oxy)piperidine-1-carboxylate (1416051-66-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triphenylphosphine / tetrahydrofuran / 0.33 h / Inert atmosphere

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

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

3.1: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / acetonitrile / 0.25 h / 20 °C

3.2: 18 h / 20 °C

With lithium hydroxide monohydrate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; methanol; acetonitrile; 1.1: |Mitsunobu Displacement;

DOI:10.1021/jm301474t

Reference yield:

→ tert-butyl 4-((2-(((3-methoxybenzyl)oxy)carbonyl)benzo[b]thiophen-3-yl)oxy)piperidine-1-carboxylate (1416051-66-5)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In acetonitrile; for 0.5h;

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 12h;

upstream raw materials:

3-methoxybenzyl alcohol

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

ethyl 3-hydroxybenzothiophene-2-carboxylate

Downstream raw materials:

3-methoxybenzyl 3-(piperidin-4-yloxy)benzo[b]thiophene-2-carboxylate