ethyl (2S,4S,6S)-4,6-bis(5-bromo-1H-indol-3-yl)-1-phenylpiperidine-2-carboxylate

Base Information

Chemical Name:ethyl (2S,4S,6S)-4,6-bis(5-bromo-1H-indol-3-yl)-1-phenylpiperidine-2-carboxylate
CAS No.:1608150-19-1
Molecular Formula:C₃₀H₂₇Br₂N₃O₂
Molecular Weight:621.371
Hs Code.:

Synonyms:ethyl (2S,4S,6S)-4,6-bis(5-bromo-1H-indol-3-yl)-1-phenylpiperidine-2-carboxylate

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Chemical Property of ethyl (2S,4S,6S)-4,6-bis(5-bromo-1H-indol-3-yl)-1-phenylpiperidine-2-carboxylate

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Technology Process of ethyl (2S,4S,6S)-4,6-bis(5-bromo-1H-indol-3-yl)-1-phenylpiperidine-2-carboxylate

There total 5 articles about ethyl (2S,4S,6S)-4,6-bis(5-bromo-1H-indol-3-yl)-1-phenylpiperidine-2-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: 51.0%

: 1104643-63-1
5-bromo-3-vinyl-1H-indole

: 121642-09-9,84484-31-1
ethyl 2-(phenylimino)acetate

: 1608150-19-1
ethyl (2S,4S,6S)-4,6-bis(5-bromo-1H-indol-3-yl)-1-phenylpiperidine-2-carboxylate

Guidance literature:: With (R)‐3,3′‐bis(9‐phenanthryl)‐1,1′‐binaphthalene‐2,2′‐diyl hydrogen phosphate; In dichloromethane; at 20 ℃; for 1h; enantioselective reaction; Inert atmosphere;
DOI:10.1039/c4ob00234b

Reference yield:

: 877-03-2
5-bromo-1H-indole-3-carboxaldehyde

: 1608150-19-1
ethyl (2S,4S,6S)-4,6-bis(5-bromo-1H-indol-3-yl)-1-phenylpiperidine-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -50 - 0 °C / Inert atmosphere

1.2: 14 h / -30 - 20 °C / Inert atmosphere

2.1: (R)‐3,3′‐bis(9‐phenanthryl)‐1,1′‐binaphthalene‐2,2′‐diyl hydrogen phosphate / dichloromethane / 1 h / 20 °C / Inert atmosphere

With n-butyllithium; (R)‐3,3′‐bis(9‐phenanthryl)‐1,1′‐binaphthalene‐2,2′‐diyl hydrogen phosphate; In tetrahydrofuran; hexane; dichloromethane; 1.1: |Wittig Olefination / 1.2: |Wittig Olefination;
DOI:10.1039/c4ob00234b

Reference yield:

: 62-53-3
aniline

: 1608150-19-1
ethyl (2S,4S,6S)-4,6-bis(5-bromo-1H-indol-3-yl)-1-phenylpiperidine-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: magnesium sulfate / toluene / 1.5 h / 20 °C / Inert atmosphere

2: (R)‐3,3′‐bis(9‐phenanthryl)‐1,1′‐binaphthalene‐2,2′‐diyl hydrogen phosphate / dichloromethane / 1 h / 20 °C / Inert atmosphere

With (R)‐3,3′‐bis(9‐phenanthryl)‐1,1′‐binaphthalene‐2,2′‐diyl hydrogen phosphate; magnesium sulfate; In dichloromethane; toluene;
DOI:10.1039/c4ob00234b