1-[3-(2-aminoethyl)-1H-indol-3-yloxy]-3,6-dioxa-8-(4-methoxybenzylthio)octane

Base Information

• Chemical Name: 1-[3-(2-aminoethyl)-1H-indol-3-yloxy]-3,6-dioxa-8-(4-methoxybenzylthio)octane
• CAS No.: 374807-97-3
• Molecular Formula: C₂₄H₃₂N₂O₄S
• Molecular Weight: 444.595
• Mol file: 374807-97-3.mol

Synonyms:1-[3-(2-aminoethyl)-1H-indol-3-yloxy]-3,6-dioxa-8-(4-methoxybenzylthio)octane

Chemical Property of 1-[3-(2-aminoethyl)-1H-indol-3-yloxy]-3,6-dioxa-8-(4-methoxybenzylthio)octane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[3-(2-aminoethyl)-1H-indol-3-yloxy]-3,6-dioxa-8-(4-methoxybenzylthio)octane

There total 6 articles about 1-[3-(2-aminoethyl)-1H-indol-3-yloxy]-3,6-dioxa-8-(4-methoxybenzylthio)octane 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: 51.0%

1-[3-[2-(N,N-phthalimido)ethyl]-1H-indol-3-yloxy]-3,6-dioxa-8-(4-methoxybenzylthio)octane (374807-98-4) → 1-[3-(2-aminoethyl)-1H-indol-3-yloxy]-3,6-dioxa-8-(4-methoxybenzylthio)octane (374807-97-3)

Guidance literature:

1-[3-[2-(N,N-phthalimido)ethyl]-1H-indol-3-yloxy]-3,6-dioxa-8-(4-methoxybenzylthio)octane; With hydrazine hydrate; In ethanol; at 20 ℃; for 18h;

In dichloromethane; for 0.5h; Further stages.; Heating;

DOI:10.1021/ja003486s

Reference yield:

2-[2-(chloroethoxy)ethoxy]ethanol (5197-62-6) → 1-[3-(2-aminoethyl)-1H-indol-3-yloxy]-3,6-dioxa-8-(4-methoxybenzylthio)octane (374807-97-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: NaOEt / ethanol / 0.5 h / 20 °C

1.2: 71 percent / ethanol / 24 h / Heating

2.1: 72 percent / pyridine / 18 h / 20 °C

3.1: 1 g / Cs₂CO₃ / acetone / 24 h / Heating

4.1: hydrazine monohydrate / ethanol / 18 h / 20 °C

4.2: 51 percent / CH₂Cl₂ / 0.5 h / Heating

With pyridine; sodium ethanolate; caesium carbonate; hydrazine hydrate; In ethanol; acetone;

DOI:10.1021/ja003486s

Reference yield:

N,N-phthalimido-2-(5-hydroxy-1H-indole-3-yl)ethylamine (53157-46-3) → 1-[3-(2-aminoethyl)-1H-indol-3-yloxy]-3,6-dioxa-8-(4-methoxybenzylthio)octane (374807-97-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1 g / Cs₂CO₃ / acetone / 24 h / Heating

2.1: hydrazine monohydrate / ethanol / 18 h / 20 °C

2.2: 51 percent / CH₂Cl₂ / 0.5 h / Heating

With caesium carbonate; hydrazine hydrate; In ethanol; acetone;

DOI:10.1021/ja003486s

upstream raw materials:

1-[3-[2-(N,N-phthalimido)ethyl]-1H-indol-3-yloxy]-3,6-dioxa-8-(4-methoxybenzylthio)octane

2-[2-(chloroethoxy)ethoxy]ethanol

N,N-phthalimido-2-(5-hydroxy-1H-indole-3-yl)ethylamine

p-methoxybenzylmercaptan