tert-butyl 2-(4-methylpiperazin-1-carbonyl)-1-(phenylsulfonyl)-1H-indol-5-ylcarbamate

Base Information

Chemical Name:tert-butyl 2-(4-methylpiperazin-1-carbonyl)-1-(phenylsulfonyl)-1H-indol-5-ylcarbamate
CAS No.:1345012-48-7
Molecular Formula:C₂₅H₃₀N₄O₅S
Molecular Weight:498.603
Hs Code.:

Synonyms:tert-butyl 2-(4-methylpiperazin-1-carbonyl)-1-(phenylsulfonyl)-1H-indol-5-ylcarbamate

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Chemical Property of tert-butyl 2-(4-methylpiperazin-1-carbonyl)-1-(phenylsulfonyl)-1H-indol-5-ylcarbamate

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Technology Process of tert-butyl 2-(4-methylpiperazin-1-carbonyl)-1-(phenylsulfonyl)-1H-indol-5-ylcarbamate

There total 8 articles about tert-butyl 2-(4-methylpiperazin-1-carbonyl)-1-(phenylsulfonyl)-1H-indol-5-ylcarbamate 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: 84.0%

: 109-01-3
1-methyl-piperazine

: 1345012-47-6
5-(tert-butoxycarbonylamino)-1-(phenylsulfonyl)-1H-indole-2-carboxylic acid

: 1345012-48-7
tert-butyl 2-(4-methylpiperazin-1-carbonyl)-1-(phenylsulfonyl)-1H-indol-5-ylcarbamate

Guidance literature:: 5-(tert-butoxycarbonylamino)-1-(phenylsulfonyl)-1H-indole-2-carboxylic acid; With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In tetrahydrofuran; for 0.0833333h;

1-methyl-piperazine; In tetrahydrofuran; for 1h;
DOI:10.1016/j.bmcl.2011.09.001

Reference yield:

: 1345012-46-5
tert-butyl (1-(phenylsulfonyl)-1H-indol-5-yl)carbamate

: 1345012-48-7
tert-butyl 2-(4-methylpiperazin-1-carbonyl)-1-(phenylsulfonyl)-1H-indol-5-ylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: tert.-butyl lithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine / tetrahydrofuran / 0.08 h

2.2: 1 h

With tert.-butyl lithium; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In tetrahydrofuran; hexane;
DOI:10.1016/j.bmcl.2011.09.001

Reference yield:

: 496-15-1
1-indoline

: 1345012-48-7
tert-butyl 2-(4-methylpiperazin-1-carbonyl)-1-(phenylsulfonyl)-1H-indol-5-ylcarbamate

Guidance literature:: Multi-step reaction with 7 steps

1.1: dmap; triethylamine / dichloromethane / 20 °C

2.1: nitric acid / nitromethane / 1 h / 0 °C

3.1: manganese(IV) oxide / dichloromethane / 24 h / Molecular sieve; Reflux

4.1: tin(II) chloride dihdyrate / ethanol / 2 h / Reflux

5.1: tetrahydrofuran / 16 h / 20 °C

6.1: tert.-butyl lithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

6.2: -78 - 20 °C / Inert atmosphere

7.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine / tetrahydrofuran / 0.08 h

7.2: 1 h

With dmap; manganese(IV) oxide; tin(II) chloride dihdyrate; tert.-butyl lithium; nitric acid; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In tetrahydrofuran; nitromethane; ethanol; hexane; dichloromethane;
DOI:10.1016/j.bmcl.2011.09.001