(+)-(2S,3aS,8aS)-3a-Bromo-1,2-bis(methoxycarbonyl)-8-(phenylsulfonyl)-1,2,3,3a,8,8a-hexahydropyrrolo<2,3-b>indole

Base Information

Chemical Name:(+)-(2S,3aS,8aS)-3a-Bromo-1,2-bis(methoxycarbonyl)-8-(phenylsulfonyl)-1,2,3,3a,8,8a-hexahydropyrrolo<2,3-b>indole
CAS No.:151414-50-5
Molecular Formula:C₂₀H₁₉BrN₂O₆S
Molecular Weight:495.351
Hs Code.:

Synonyms:(+)-(2S,3aS,8aS)-3a-Bromo-1,2-bis(methoxycarbonyl)-8-(phenylsulfonyl)-1,2,3,3a,8,8a-hexahydropyrrolo<2,3-b>indole

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Chemical Property of (+)-(2S,3aS,8aS)-3a-Bromo-1,2-bis(methoxycarbonyl)-8-(phenylsulfonyl)-1,2,3,3a,8,8a-hexahydropyrrolo<2,3-b>indole

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Technology Process of (+)-(2S,3aS,8aS)-3a-Bromo-1,2-bis(methoxycarbonyl)-8-(phenylsulfonyl)-1,2,3,3a,8,8a-hexahydropyrrolo<2,3-b>indole

There total 4 articles about (+)-(2S,3aS,8aS)-3a-Bromo-1,2-bis(methoxycarbonyl)-8-(phenylsulfonyl)-1,2,3,3a,8,8a-hexahydropyrrolo<2,3-b>indole 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: 77.0%

: 136057-11-9
dimethyl (2S,3aR,8aS)-8-benzenesulphonyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole-1,2-dicarboxylate

: 151414-50-5
(+)-(2S,3aS,8aS)-3a-Bromo-1,2-bis(methoxycarbonyl)-8-(phenylsulfonyl)-1,2,3,3a,8,8a-hexahydropyrrolo<2,3-b>indole

Guidance literature:: With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; at 80 ℃; for 1h;
DOI:10.1002/anie.200700705

Reference yield:

: 7524-52-9,26988-71-6,5619-09-0,14907-27-8,41222-70-2,67557-19-1,109492-62-8
(S)-tryptophan methyl ester hydrochloride

: 151414-50-5
(+)-(2S,3aS,8aS)-3a-Bromo-1,2-bis(methoxycarbonyl)-8-(phenylsulfonyl)-1,2,3,3a,8,8a-hexahydropyrrolo<2,3-b>indole

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine / dichloromethane / 2 h / 20 °C

2.1: phosphoric acid / 3 h / 20 °C / Inert atmosphere

3.1: pyridine / 0 - 20 °C

4.1: 2,2'-azobis(isobutyronitrile) / tetrachloromethane / Inert atmosphere; Reflux

4.2: 2 h

With pyridine; 2,2'-azobis(isobutyronitrile); phosphoric acid; triethylamine; In tetrachloromethane; dichloromethane;
DOI:10.1002/ejoc.201101057

Reference yield:

: 66377-68-2,79631-04-2,58635-46-4
N-(methoxycarbonyl)-L-tryptophan methyl ester

: 151414-50-5
(+)-(2S,3aS,8aS)-3a-Bromo-1,2-bis(methoxycarbonyl)-8-(phenylsulfonyl)-1,2,3,3a,8,8a-hexahydropyrrolo<2,3-b>indole

Guidance literature:: Multi-step reaction with 3 steps

1.1: phosphoric acid / 3 h / 20 °C / Inert atmosphere

2.1: pyridine / 0 - 20 °C

3.1: 2,2'-azobis(isobutyronitrile) / tetrachloromethane / Inert atmosphere; Reflux

3.2: 2 h

With pyridine; 2,2'-azobis(isobutyronitrile); phosphoric acid; In tetrachloromethane;
DOI:10.1002/ejoc.201101057