(5S,6R)-tert-butyl 5-hydroxy-6-(3-nitrophenyl)-4-oxo-3-((S)-1-phenylethyl)-3,4,5,6-tetrahydro-1H-azocino[5,4-b]indole-7(2H)-carboxylate

Base Information

Chemical Name:(5S,6R)-tert-butyl 5-hydroxy-6-(3-nitrophenyl)-4-oxo-3-((S)-1-phenylethyl)-3,4,5,6-tetrahydro-1H-azocino[5,4-b]indole-7(2H)-carboxylate
CAS No.:1431767-81-5
Molecular Formula:C₃₂H₃₃N₃O₆
Molecular Weight:555.631
Hs Code.:

Synonyms:(5S,6R)-tert-butyl 5-hydroxy-6-(3-nitrophenyl)-4-oxo-3-((S)-1-phenylethyl)-3,4,5,6-tetrahydro-1H-azocino[5,4-b]indole-7(2H)-carboxylate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (5S,6R)-tert-butyl 5-hydroxy-6-(3-nitrophenyl)-4-oxo-3-((S)-1-phenylethyl)-3,4,5,6-tetrahydro-1H-azocino[5,4-b]indole-7(2H)-carboxylate

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (5S,6R)-tert-butyl 5-hydroxy-6-(3-nitrophenyl)-4-oxo-3-((S)-1-phenylethyl)-3,4,5,6-tetrahydro-1H-azocino[5,4-b]indole-7(2H)-carboxylate

There total 7 articles about (5S,6R)-tert-butyl 5-hydroxy-6-(3-nitrophenyl)-4-oxo-3-((S)-1-phenylethyl)-3,4,5,6-tetrahydro-1H-azocino[5,4-b]indole-7(2H)-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:

: C₃₂H₃₃N₃O₆

: 1431767-81-5
(5S,6R)-tert-butyl 5-hydroxy-6-(3-nitrophenyl)-4-oxo-3-((S)-1-phenylethyl)-3,4,5,6-tetrahydro-1H-azocino[5,4-b]indole-7(2H)-carboxylate

: 1431767-82-6
(5R,6S)-tert-butyl 5-hydroxy-6-(3-nitrophenyl)-4-oxo-3-((S)-1-phenylethyl)-3,4,5,6-tetrahydro-1H-azocino[5,4-b]indole-7(2H)-carboxylate

Guidance literature:: With copper(II) bis(trifluoromethanesulfonate); In dichloromethane; for 18h; Overall yield = 95 %; Reflux;
DOI:10.1016/j.tetlet.2013.03.068

Reference yield:

: 3389-21-7
3-(2-bromoethyl)-1H-indole

: 1431767-81-5
(5S,6R)-tert-butyl 5-hydroxy-6-(3-nitrophenyl)-4-oxo-3-((S)-1-phenylethyl)-3,4,5,6-tetrahydro-1H-azocino[5,4-b]indole-7(2H)-carboxylate

: 1431767-82-6
(5R,6S)-tert-butyl 5-hydroxy-6-(3-nitrophenyl)-4-oxo-3-((S)-1-phenylethyl)-3,4,5,6-tetrahydro-1H-azocino[5,4-b]indole-7(2H)-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: triethylamine; dmap / dichloromethane / 12 h / 0 - 20 °C

2: potassium carbonate / acetonitrile / 4 h / Reflux

3: potassium carbonate / chloroform / 1 h / 0 °C

4: dichloromethane / 18 h / 20 °C

5: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 12 h / 0 - 25 °C

6: copper(II) bis(trifluoromethanesulfonate) / dichloromethane / 18 h / Reflux

With dmap; copper(II) bis(trifluoromethanesulfonate); potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In dichloromethane; chloroform; acetonitrile;
DOI:10.1016/j.tetlet.2013.03.068

Reference yield:

: 1431767-75-7
(S)-(2-((2-(1-(tert-butoxycarbonyl)-1H-indol-3-yl)ethyl)(1-phenylethyl)amino)-2-oxoethyl)dimethylsulfonium bromide

: 1431767-81-5
(5S,6R)-tert-butyl 5-hydroxy-6-(3-nitrophenyl)-4-oxo-3-((S)-1-phenylethyl)-3,4,5,6-tetrahydro-1H-azocino[5,4-b]indole-7(2H)-carboxylate

: 1431767-82-6
(5R,6S)-tert-butyl 5-hydroxy-6-(3-nitrophenyl)-4-oxo-3-((S)-1-phenylethyl)-3,4,5,6-tetrahydro-1H-azocino[5,4-b]indole-7(2H)-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 12 h / 0 - 25 °C

2: copper(II) bis(trifluoromethanesulfonate) / dichloromethane / 18 h / Reflux

With copper(II) bis(trifluoromethanesulfonate); 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane;
DOI:10.1016/j.tetlet.2013.03.068