methyl 2-(4-methylphenoxy)-1-tert-butoxycarbonyl-1-H-indole-3-carboxylate

Base Information

Chemical Name:methyl 2-(4-methylphenoxy)-1-tert-butoxycarbonyl-1-H-indole-3-carboxylate
CAS No.:609818-73-7
Molecular Formula:C₂₂H₂₃NO₅
Molecular Weight:381.428
Hs Code.:

Synonyms:methyl 2-(4-methylphenoxy)-1-tert-butoxycarbonyl-1-H-indole-3-carboxylate

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Chemical Property of methyl 2-(4-methylphenoxy)-1-tert-butoxycarbonyl-1-H-indole-3-carboxylate

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Technology Process of methyl 2-(4-methylphenoxy)-1-tert-butoxycarbonyl-1-H-indole-3-carboxylate

There total 6 articles about methyl 2-(4-methylphenoxy)-1-tert-butoxycarbonyl-1-H-indole-3-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: 81.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 609818-76-0
2-p-tolyloxy-1H-indole-3-carboxylic acid methyl ester

: 609818-73-7
methyl 2-(4-methylphenoxy)-1-tert-butoxycarbonyl-1-H-indole-3-carboxylate

Guidance literature:: 2-p-tolyloxy-1H-indole-3-carboxylic acid methyl ester; With lithium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃; for 0.5h;

di-tert-butyl dicarbonate; In tetrahydrofuran; at 20 ℃; for 6h;
DOI:10.3987/com-03-9762

Reference yield:

: 106-44-5
p-cresol

: 609818-73-7
methyl 2-(4-methylphenoxy)-1-tert-butoxycarbonyl-1-H-indole-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 78 percent / sodium hydride / N,N-dimethyl-acetamide / 85 °C

2.1: boron tribromide / CH₂Cl₂ / -75 - 20 °C

2.2: NH₄OAc / CH₂Cl₂ / 3 h / 20 °C

2.3: 81 percent / NaOMe / methanol / 2 h

3.1: lithium hexamethyldisilazide / tetrahydrofuran / 0.5 h / 0 °C

3.2: 81 percent / tetrahydrofuran / 6 h / 20 °C

With boron tribromide; sodium hydride; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide;
DOI:10.3987/com-03-9762

Reference yield:

: 942-24-5
3-methoxycarbonylindole

: 609818-73-7
methyl 2-(4-methylphenoxy)-1-tert-butoxycarbonyl-1-H-indole-3-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 68 percent / N-chlorosuccinimide / CCl₄; tetrahydrofuran / 10 h / 45 °C

2.1: lithium hexamethyldisilazide / tetrahydrofuran / 0.5 h / 0 °C

2.2: 99 percent / tetrahydrofuran / 3 h / 0 - 20 °C

3.1: 78 percent / sodium hydride / N,N-dimethyl-acetamide / 85 °C

4.1: boron tribromide / CH₂Cl₂ / -75 - 20 °C

4.2: NH₄OAc / CH₂Cl₂ / 3 h / 20 °C

4.3: 81 percent / NaOMe / methanol / 2 h

5.1: lithium hexamethyldisilazide / tetrahydrofuran / 0.5 h / 0 °C

5.2: 81 percent / tetrahydrofuran / 6 h / 20 °C

With N-chloro-succinimide; boron tribromide; sodium hydride; lithium hexamethyldisilazane; In tetrahydrofuran; tetrachloromethane; dichloromethane; N,N-dimethyl acetamide;
DOI:10.3987/com-03-9762