methyl 2-{[(4-nitrophenyl)sulfonyl][2-(1-methyl-2,3-dioxo-2,3-dihydro-1H-indol-5-yl)prop-2-enyl]amino}pent-4-enoate

Base Information

Chemical Name:methyl 2-{[(4-nitrophenyl)sulfonyl][2-(1-methyl-2,3-dioxo-2,3-dihydro-1H-indol-5-yl)prop-2-enyl]amino}pent-4-enoate
CAS No.:869896-59-3
Molecular Formula:C₂₄H₂₃N₃O₈S
Molecular Weight:513.528
Hs Code.:

Synonyms:methyl 2-{[(4-nitrophenyl)sulfonyl][2-(1-methyl-2,3-dioxo-2,3-dihydro-1H-indol-5-yl)prop-2-enyl]amino}pent-4-enoate

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Chemical Property of methyl 2-{[(4-nitrophenyl)sulfonyl][2-(1-methyl-2,3-dioxo-2,3-dihydro-1H-indol-5-yl)prop-2-enyl]amino}pent-4-enoate

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Technology Process of methyl 2-{[(4-nitrophenyl)sulfonyl][2-(1-methyl-2,3-dioxo-2,3-dihydro-1H-indol-5-yl)prop-2-enyl]amino}pent-4-enoate

There total 2 articles about methyl 2-{[(4-nitrophenyl)sulfonyl][2-(1-methyl-2,3-dioxo-2,3-dihydro-1H-indol-5-yl)prop-2-enyl]amino}pent-4-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: 43.0%

: 76034-84-9
5-iodo-N-methylisatin

: 463-49-0
1,2-propanediene

: 218145-71-2
2-(4-nitrobenzenesulfonylamino)pent-4-enoic acid methyl ester

: 869896-59-3
methyl 2-{[(4-nitrophenyl)sulfonyl][2-(1-methyl-2,3-dioxo-2,3-dihydro-1H-indol-5-yl)prop-2-enyl]amino}pent-4-enoate

Guidance literature:: 5-iodo-N-methylisatin; 2-(4-nitrobenzenesulfonylamino)pent-4-enoic acid methyl ester; With tetraethylammonium chloride; potassium carbonate; triphenylphosphine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In toluene; cooling;

1,2-propanediene; In toluene; at 80 ℃; for 48h;
DOI:10.1016/j.tet.2005.08.078

Reference yield:

: 1069-48-3,7685-44-1
rac-allylglycine

: 869896-59-3
methyl 2-{[(4-nitrophenyl)sulfonyl][2-(1-methyl-2,3-dioxo-2,3-dihydro-1H-indol-5-yl)prop-2-enyl]amino}pent-4-enoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: thionyl chloride / 0 - 20 °C

1.2: 55 percent / triethylamine / CH₂Cl₂ / 16 h / 0 - 20 °C

2.1: potassium carbonate; tetraethylammonium chloride; triphenylphosphine / Pd₂(dba)3 / toluene / cooling

2.2: 43 percent / toluene / 48 h / 80 °C

With thionyl chloride; tetraethylammonium chloride; potassium carbonate; triphenylphosphine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In toluene;
DOI:10.1016/j.tet.2005.08.078

Reference yield: 76.0%

: 869896-59-3
methyl 2-{[(4-nitrophenyl)sulfonyl][2-(1-methyl-2,3-dioxo-2,3-dihydro-1H-indol-5-yl)prop-2-enyl]amino}pent-4-enoate

: methyl 5-(1-methyl-2,3-dioxo-2,3-dihydro-1H-indol-5-yl)-1-[(4-nitrophenyl)sulfonyl]-1,2,3,6-tetrahydropyridine-2-carboxylate

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In toluene; at 80 ℃; for 1h;
DOI:10.1016/j.tet.2005.08.078