tert-butyl (2-{1-[(4-methylphenyl)sulfonyl]-4,7-dioxo-4,7-dihydro-1H-indol-3-yl}ethyl)carbamate

Base Information

Chemical Name:tert-butyl (2-{1-[(4-methylphenyl)sulfonyl]-4,7-dioxo-4,7-dihydro-1H-indol-3-yl}ethyl)carbamate
CAS No.:220034-57-1
Molecular Formula:C₂₂H₂₄N₂O₆S
Molecular Weight:444.508
Hs Code.:

Synonyms:tert-butyl (2-{1-[(4-methylphenyl)sulfonyl]-4,7-dioxo-4,7-dihydro-1H-indol-3-yl}ethyl)carbamate

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Chemical Property of tert-butyl (2-{1-[(4-methylphenyl)sulfonyl]-4,7-dioxo-4,7-dihydro-1H-indol-3-yl}ethyl)carbamate

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Technology Process of tert-butyl (2-{1-[(4-methylphenyl)sulfonyl]-4,7-dioxo-4,7-dihydro-1H-indol-3-yl}ethyl)carbamate

There total 15 articles about tert-butyl (2-{1-[(4-methylphenyl)sulfonyl]-4,7-dioxo-4,7-dihydro-1H-indol-3-yl}ethyl)carbamate 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:

: 220034-71-9
tert-butyl (2-{4,7-dimethoxy-1-[(4-methylphenyl)sulfonyl]-1H-indol-3-yl}ethyl)carbamate

: 220034-57-1
tert-butyl (2-{1-[(4-methylphenyl)sulfonyl]-4,7-dioxo-4,7-dihydro-1H-indol-3-yl}ethyl)carbamate

Guidance literature:: With ammonium cerium(IV) nitrate; In water; acetonitrile; Yield given;
DOI:10.1021/jo9815397

Reference yield:

: 23876-39-3
4,7-dimethoxylindole

: 220034-57-1
tert-butyl (2-{1-[(4-methylphenyl)sulfonyl]-4,7-dioxo-4,7-dihydro-1H-indol-3-yl}ethyl)carbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: POCl₃ / 1.5 h / 0 °C

2.1: ammonium acetate; acetic acid / 3 h / Heating

3.1: KOH / tetrahydrofuran / 0.08 h / 0 °C

3.2: 54 percent / tetrahydrofuran / 1 h / 20 °C

4.1: LiAlH₄ / diethyl ether; CH₂Cl₂ / 0.25 h / 0 °C

5.1: sodium hydride / tetrahydrofuran / 0.08 h / 20 °C

5.2: 200 mg / tetrahydrofuran / 1 h / 20 °C

6.1: CAN / acetonitrile; H₂O / 0.25 h / 20 °C

With ammonium acetate; potassium hydroxide; lithium aluminium tetrahydride; ammonium cerium(IV) nitrate; sodium hydride; acetic acid; trichlorophosphate; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetonitrile;
DOI:10.1021/jm051247f

Reference yield:

: 96005-26-4
N,N-dibenzyl-2-(4,7-dimethoxy-indol-3-yl)-2-oxo-acetamide

: 220034-57-1
tert-butyl (2-{1-[(4-methylphenyl)sulfonyl]-4,7-dioxo-4,7-dihydro-1H-indol-3-yl}ethyl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

1: LiAlH₄ / diethyl ether

2: NaH / tetrahydrofuran

3: H₂ / Pd(OH)2 / ethanol

4: CH₂Cl₂

5: ceric ammonium nitrate / acetonitrile; H₂O

With lithium aluminium tetrahydride; ammonium cerium(IV) nitrate; hydrogen; sodium hydride; palladium dihydroxide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; acetonitrile;
DOI:10.1021/jo9815397