2,5-dihydro-3-[6-benzyloxy-1-(tert-butyloxycarbonyl)-1H-indol-3-yl]-4-(1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione

Base Information

• Chemical Name: 2,5-dihydro-3-[6-benzyloxy-1-(tert-butyloxycarbonyl)-1H-indol-3-yl]-4-(1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione
• CAS No.: 178945-28-3
• Molecular Formula: C₃₃H₂₉N₃O₅
• Molecular Weight: 547.61

Synonyms:2,5-dihydro-3-[6-benzyloxy-1-(tert-butyloxycarbonyl)-1H-indol-3-yl]-4-(1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione

Chemical Property of 2,5-dihydro-3-[6-benzyloxy-1-(tert-butyloxycarbonyl)-1H-indol-3-yl]-4-(1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione

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Technology Process of 2,5-dihydro-3-[6-benzyloxy-1-(tert-butyloxycarbonyl)-1H-indol-3-yl]-4-(1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione

There total 4 articles about 2,5-dihydro-3-[6-benzyloxy-1-(tert-butyloxycarbonyl)-1H-indol-3-yl]-4-(1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione 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:

di-tert-butyl dicarbonate (24424-99-5) → 2,5-dihydro-3-[6-benzyloxy-1-(tert-butyloxycarbonyl)-1H-indol-3-yl]-4-(1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione (178945-28-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / DMAP / tetrahydrofuran / 1 h / 20 °C

2: 1.) LiHMDS / 1.) THF, -20 deg C, 30 min, 2.) THF, 0 deg C, 15 min

With dmap; lithium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1016/0040-4020(96)00372-9

Reference yield:

3-(6-benzyloxy-1H-indol-3-yl)-4-bromo-1-methyl-pyrrole-2,5-dione (174402-43-8) → 2,5-dihydro-3-[6-benzyloxy-1-(tert-butyloxycarbonyl)-1H-indol-3-yl]-4-(1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione (178945-28-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / DMAP / tetrahydrofuran / 1 h / 20 °C

2: 1.) LiHMDS / 1.) THF, -20 deg C, 30 min, 2.) THF, 0 deg C, 15 min

With dmap; lithium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1016/0040-4020(96)00372-9

Reference yield:

indole (120-72-9) + 6-benzyloxy-3-(4-chloro-1-methyl-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl)-indole-1-carboxylic acid tert-butyl ester → 2,5-dihydro-3-[6-benzyloxy-1-(tert-butyloxycarbonyl)-1H-indol-3-yl]-4-(1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione (178945-28-3)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1016/S0960-894X(99)00595-8

upstream raw materials:

indole

tert-butyl 6-(benzyloxy)-3-(4-bromo-1-methyl-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl)-1H-indole-1-carboxylate

di-tert-butyl dicarbonate

3-(6-benzyloxy-1H-indol-3-yl)-4-bromo-1-methyl-pyrrole-2,5-dione

Downstream raw materials:

6-benzyloxy-3-{1-methyl-2,5-dioxo-4-[1-(3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-1H-indol-3-yl]-2,5-dihydro-1H-pyrrol-3-yl}-indole-1-carboxylic acid tert-butyl ester

3-(6-Benzyloxy-1H-indol-3-yl)-1-methyl-4-[1-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-1H-indol-3-yl]-pyrrole-2,5-dione

2,5-dihydro-3-(6-benzyloxy-1H-indol-3-yl)-4-(1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione

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