(5S,6R)-(tert-butyl) 5-hydroxy-4-oxo-6-phenyl-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-4-oxo-6-phenyl-3-[(S)-1-phenylethyl]-3,4,5,6-tetrahydro-1H-azocino[5,4-b]indole-7(2H)-carboxylate
CAS No.:1431767-78-0
Molecular Formula:C₃₂H₃₄N₂O₄
Molecular Weight:510.633
Hs Code.:

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

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

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

There total 11 articles about (5S,6R)-(tert-butyl) 5-hydroxy-4-oxo-6-phenyl-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: 40.0%

: C₃₂H₃₄N₂O₄

: 1431767-78-0
(5S,6R)-(tert-butyl) 5-hydroxy-4-oxo-6-phenyl-3-[(S)-1-phenylethyl]-3,4,5,6-tetrahydro-1H-azocino[5,4-b]indole-7(2H)-carboxylate

: 1431767-79-1
(5R,6S)-(tert-butyl) 5-hydroxy-4-oxo-6-phenyl-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 acetonitrile; for 0.5h; Overall yield = 82 %;
DOI:10.1055/s-0032-1316893

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 1431767-78-0
(5S,6R)-(tert-butyl) 5-hydroxy-4-oxo-6-phenyl-3-[(S)-1-phenylethyl]-3,4,5,6-tetrahydro-1H-azocino[5,4-b]indole-7(2H)-carboxylate

: 1431767-79-1
(5R,6S)-(tert-butyl) 5-hydroxy-4-oxo-6-phenyl-3-[(S)-1-phenylethyl]-3,4,5,6-tetrahydro-1H-azocino[5,4-b]indole-7(2H)-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: dmap; triethylamine / dichloromethane / 3 h / 20 °C

2.1: potassium carbonate / acetonitrile / 20 °C / Reflux

3.1: potassium carbonate / acetonitrile / 3 h / 20 °C

4.1: sodium dihydrogenphosphate dihydrate / tert-butyl alcohol; tetrahydrofuran; water / 0.25 h / 20 °C

4.2: 8 h / 0 °C

5.1: copper(II) bis(trifluoromethanesulfonate) / acetonitrile / 0.5 h

With dmap; sodium dihydrogenphosphate dihydrate; copper(II) bis(trifluoromethanesulfonate); potassium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; water; acetonitrile; tert-butyl alcohol;
DOI:10.1055/s-0032-1316893

Reference yield:

: 1446317-27-6
(S,E)-(tert-butyl) 3-((cinnamyl(1-phenylethyl)amino)ethyl)-1H-indole-1-carboxylate

: 1431767-78-0
(5S,6R)-(tert-butyl) 5-hydroxy-4-oxo-6-phenyl-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: sodium dihydrogenphosphate dihydrate / tert-butyl alcohol; tetrahydrofuran; water / 0.25 h / 20 °C

1.2: 8 h / 0 °C

2.1: copper(II) bis(trifluoromethanesulfonate) / acetonitrile / 0.5 h

With sodium dihydrogenphosphate dihydrate; copper(II) bis(trifluoromethanesulfonate); In tetrahydrofuran; water; acetonitrile; tert-butyl alcohol;
DOI:10.1055/s-0032-1316893