(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

Base Information

Chemical Name:(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
CAS No.:1352575-47-3
Molecular Formula:C₂₅H₂₇BrN₂O₆
Molecular Weight:531.403
Hs Code.:

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 3 articles about (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 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: 91.0%

: 1352575-55-3
(R)-benzyl 3-(2-((tert-butoxycarbonyl)amino)-3-methoxy-3-oxopropyl)-1H-indole-1-carboxylate

: 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

Guidance literature:: With N-Bromosuccinimide; pyridinium p-toluenesulfonate; In dichloromethane; at 23 ℃; for 12h; Inert atmosphere;
DOI:10.1002/anie.201103145

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 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

Guidance literature:: Multi-step reaction with 2 steps

1: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / dichloromethane / 4 h / 23 °C / Inert atmosphere

2: N-Bromosuccinimide; pyridinium p-toluenesulfonate / dichloromethane / 12 h / 23 °C / Inert atmosphere

With N-Bromosuccinimide; tetra(n-butyl)ammonium hydrogensulfate; pyridinium p-toluenesulfonate; sodium hydroxide; In dichloromethane;
DOI:10.1002/anie.201103145

Reference yield:

: 151872-21-8
(R)-2-tert-butoxycarbonylamino-3-(1H-indol-3-yl)-propionic acid methyl ester

: 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

Guidance literature:: Multi-step reaction with 2 steps

1: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / dichloromethane / 4 h / 23 °C / Inert atmosphere

2: N-Bromosuccinimide; pyridinium p-toluenesulfonate / dichloromethane / 12 h / 23 °C / Inert atmosphere

With N-Bromosuccinimide; tetra(n-butyl)ammonium hydrogensulfate; pyridinium p-toluenesulfonate; sodium hydroxide; In dichloromethane;
DOI:10.1002/anie.201103145