methyl 3-{4-[bis(tert-butoxycarbonyl)amino]-1-(phenylsulfonyl)-1H-indol-3-yl}-2-bromoprop-2-enoate

Base Information

Chemical Name:methyl 3-{4-[bis(tert-butoxycarbonyl)amino]-1-(phenylsulfonyl)-1H-indol-3-yl}-2-bromoprop-2-enoate
CAS No.:1414703-84-6
Molecular Formula:C₂₈H₃₁BrN₂O₈S
Molecular Weight:635.533
Hs Code.:

Synonyms:methyl 3-{4-[bis(tert-butoxycarbonyl)amino]-1-(phenylsulfonyl)-1H-indol-3-yl}-2-bromoprop-2-enoate

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Chemical Property of methyl 3-{4-[bis(tert-butoxycarbonyl)amino]-1-(phenylsulfonyl)-1H-indol-3-yl}-2-bromoprop-2-enoate

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Technology Process of methyl 3-{4-[bis(tert-butoxycarbonyl)amino]-1-(phenylsulfonyl)-1H-indol-3-yl}-2-bromoprop-2-enoate

There total 2 articles about methyl 3-{4-[bis(tert-butoxycarbonyl)amino]-1-(phenylsulfonyl)-1H-indol-3-yl}-2-bromoprop-2-enoate 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: 70.0%

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

: 1414703-85-7
methyl 3-[4-amino-1-(phenylsulfonyl)-1H-indol-3-yl]-2-bromoprop-2-enoate

: 1414703-84-6
methyl 3-{4-[bis(tert-butoxycarbonyl)amino]-1-(phenylsulfonyl)-1H-indol-3-yl}-2-bromoprop-2-enoate

Guidance literature:: With dmap; In dichloromethane; at 20 ℃; for 48h; Inert atmosphere;
DOI:10.1016/j.ejmech.2012.08.029

Reference yield:

: 1414703-82-4
methyl 2-bromo-3-[4-nitro-1-(phenylsulfonyl)-1H-indol-3-yl]prop-2-enoate

: 1414703-84-6
methyl 3-{4-[bis(tert-butoxycarbonyl)amino]-1-(phenylsulfonyl)-1H-indol-3-yl}-2-bromoprop-2-enoate

Guidance literature:: Multi-step reaction with 2 steps

1: iron; ammonium chloride / isopropyl alcohol; water / 2 h / 60 °C

2: dmap / dichloromethane / 48 h / 20 °C / Inert atmosphere

With dmap; iron; ammonium chloride; In dichloromethane; water; isopropyl alcohol;
DOI:10.1016/j.ejmech.2012.08.029

Reference yield:

: 1414703-84-6
methyl 3-{4-[bis(tert-butoxycarbonyl)amino]-1-(phenylsulfonyl)-1H-indol-3-yl}-2-bromoprop-2-enoate

: methyl 6-(2,6-diaminophenyl)-1H-indole-4-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 70 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 2.67 h / 0 °C / Inert atmosphere; Reflux

3: trifluoroacetic acid / 2.5 h / 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; potassium carbonate; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; water; 1: |Suzuki Coupling;
DOI:10.1016/j.ejmech.2012.08.029