(3aR,8aS)-benzyl 3a-(1-((benzyloxy)carbonyl)-1H-indol-3-yl)-2-(methylcarbamoyl)-3,3a-dihydropyrrolo[2,3-b]indole-8(8aH)-carboxylate

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Chemical Name:(3aR,8aS)-benzyl 3a-(1-((benzyloxy)carbonyl)-1H-indol-3-yl)-2-(methylcarbamoyl)-3,3a-dihydropyrrolo[2,3-b]indole-8(8aH)-carboxylate
CAS No.:1352575-54-2
Molecular Formula:C₃₆H₃₀N₄O₅
Molecular Weight:598.658
Hs Code.:

Synonyms:(3aR,8aS)-benzyl 3a-(1-((benzyloxy)carbonyl)-1H-indol-3-yl)-2-(methylcarbamoyl)-3,3a-dihydropyrrolo[2,3-b]indole-8(8aH)-carboxylate

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Chemical Property of (3aR,8aS)-benzyl 3a-(1-((benzyloxy)carbonyl)-1H-indol-3-yl)-2-(methylcarbamoyl)-3,3a-dihydropyrrolo[2,3-b]indole-8(8aH)-carboxylate

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Technology Process of (3aR,8aS)-benzyl 3a-(1-((benzyloxy)carbonyl)-1H-indol-3-yl)-2-(methylcarbamoyl)-3,3a-dihydropyrrolo[2,3-b]indole-8(8aH)-carboxylate

There total 17 articles about (3aR,8aS)-benzyl 3a-(1-((benzyloxy)carbonyl)-1H-indol-3-yl)-2-(methylcarbamoyl)-3,3a-dihydropyrrolo[2,3-b]indole-8(8aH)-carboxylate 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: 99.0%

: 1352575-51-9
C₃₆H₃₂N₄O₅

: 1352575-54-2
(3aR,8aS)-benzyl 3a-(1-((benzyloxy)carbonyl)-1H-indol-3-yl)-2-(methylcarbamoyl)-3,3a-dihydropyrrolo[2,3-b]indole-8(8aH)-carboxylate

Guidance literature:: C₃₆H₃₂N₄O₅; With N-Bromosuccinimide; In dichloromethane; at 23 ℃; for 0.5h; Inert atmosphere;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; for 0.5h; Inert atmosphere;
DOI:10.1002/anie.201103145

Reference yield: 98.0%

: 1420844-73-0
C₃₆H₃₂N₄O₅

: 1352575-54-2
(3aR,8aS)-benzyl 3a-(1-((benzyloxy)carbonyl)-1H-indol-3-yl)-2-(methylcarbamoyl)-3,3a-dihydropyrrolo[2,3-b]indole-8(8aH)-carboxylate

Guidance literature:: C₃₆H₃₂N₄O₅; With N-Bromosuccinimide; In dichloromethane; for 0.5h;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; for 0.5h;
DOI:10.1016/j.tetlet.2012.12.007

Reference yield:

: 1352575-47-3
(2R,3aS,8aS)-8-benzyl 1-tert-butyl 2-methyl 3a-bromo-3,3a-dihydropyrrolo[2,3-b]indole-1,2,8(2H,8aH)-tricarboxylate

: 1352575-54-2
(3aR,8aS)-benzyl 3a-(1-((benzyloxy)carbonyl)-1H-indol-3-yl)-2-(methylcarbamoyl)-3,3a-dihydropyrrolo[2,3-b]indole-8(8aH)-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: tetrahydrofuran; water / 96 h / 23 °C / Inert atmosphere

2.1: tris(bipyridine)ruthenium(II) dichloride hexahydrate; tributyl-amine / N,N-dimethyl-formamide / 12 h / 30 °C / Inert atmosphere; Irradiation

3.1: Wilkinson's catalyst / 5,5-dimethyl-1,3-cyclohexadiene / 12 h / 140 °C / Inert atmosphere

4.1: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / dichloromethane / 5 h / 23 °C / Inert atmosphere

5.1: trimethylsilyl iodide / acetonitrile / 0.5 h / 0 °C / Inert atmosphere

6.1: N-Bromosuccinimide / dichloromethane / 0.5 h / 23 °C / Inert atmosphere

6.2: 0.5 h / Inert atmosphere

With N-Bromosuccinimide; Wilkinson's catalyst; tris(bipyridine)ruthenium(II) dichloride hexahydrate; tributyl-amine; trimethylsilyl iodide; tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide; In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/anie.201103145