N-2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)acetyl-N'-TMS-propioloyl-1,4-diaminobutane

Base Information

• Chemical Name: N-2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)acetyl-N'-TMS-propioloyl-1,4-diaminobutane
• CAS No.: 1384683-74-2
• Molecular Formula: C₂₉H₃₄ClN₃O₄Si
• Molecular Weight: 552.145

Synonyms:N-2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)acetyl-N'-TMS-propioloyl-1,4-diaminobutane

Chemical Property of N-2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)acetyl-N'-TMS-propioloyl-1,4-diaminobutane

Chemical Property:

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Technology Process of N-2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)acetyl-N'-TMS-propioloyl-1,4-diaminobutane

There total 2 articles about N-2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)acetyl-N'-TMS-propioloyl-1,4-diaminobutane 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:

C10H20N2OSi + indomethacin pentafluorophenyl ester (65360-26-1) → N-2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)acetyl-N'-TMS-propioloyl-1,4-diaminobutane (1384683-74-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1039/c2cc31335a

Reference yield:

3-(trimethylsilyl)prop-2-ynoic acid (5683-31-8) → N-2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)acetyl-N'-TMS-propioloyl-1,4-diaminobutane (1384683-74-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide / tetrahydrofuran / 1.17 h / Cooling with ice

1.2: 3 h

2.1: trifluoroacetic acid / dichloromethane / 0.25 h / 20 °C

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 20 °C

With 1-hydroxy-pyrrolidine-2,5-dione; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1039/c2cc31335a

Reference yield: 96.0%

N-2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)acetyl-N'-TMS-propioloyl-1,4-diaminobutane (1384683-74-2) → N-2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)acetyl-N'-propioloyl-1,4-diaminobutane (1384683-75-3)

Guidance literature:

With tetrabutyl ammonium fluoride; water; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1039/c2cc31335a

upstream raw materials:

indomethacin pentafluorophenyl ester

3-(trimethylsilyl)prop-2-ynoic acid

Downstream raw materials:

C₃₃H₃₀ClFN₄O₅

N-2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)acetyl-N'-propioloyl-1,4-diaminobutane

C₃₃H₃₀Cl⁽¹⁸⁾FN₄O₅

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