(6S,12bR)-tert-butyl-1,2,3,4,6,7-hexahydro-4-oxo-6-[(phenylselanyl)carbonyl]indolo[2,3-a]quinolizine-12(12bH)-carboxylate

Base Information

Chemical Name:(6S,12bR)-tert-butyl-1,2,3,4,6,7-hexahydro-4-oxo-6-[(phenylselanyl)carbonyl]indolo[2,3-a]quinolizine-12(12bH)-carboxylate
CAS No.:827609-58-5
Molecular Formula:C₂₇H₂₈N₂O₄Se
Molecular Weight:523.49
Hs Code.:

Synonyms:(6S,12bR)-tert-butyl-1,2,3,4,6,7-hexahydro-4-oxo-6-[(phenylselanyl)carbonyl]indolo[2,3-a]quinolizine-12(12bH)-carboxylate

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Chemical Property of (6S,12bR)-tert-butyl-1,2,3,4,6,7-hexahydro-4-oxo-6-[(phenylselanyl)carbonyl]indolo[2,3-a]quinolizine-12(12bH)-carboxylate

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Technology Process of (6S,12bR)-tert-butyl-1,2,3,4,6,7-hexahydro-4-oxo-6-[(phenylselanyl)carbonyl]indolo[2,3-a]quinolizine-12(12bH)-carboxylate

There total 10 articles about (6S,12bR)-tert-butyl-1,2,3,4,6,7-hexahydro-4-oxo-6-[(phenylselanyl)carbonyl]indolo[2,3-a]quinolizine-12(12bH)-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: 83.0%

: 1666-13-3
diphenyl diselenide

: 827609-57-4
(6S,12bR)-12-(tert-butoxycarbonyl)-1,2,3,4,6,7,12,12b-octahydro-4-oxoindolo[2,3-a]quinolizine-6-carboxylic acid

: 827609-58-5
(6S,12bR)-tert-butyl-1,2,3,4,6,7-hexahydro-4-oxo-6-[(phenylselanyl)carbonyl]indolo[2,3-a]quinolizine-12(12bH)-carboxylate

Guidance literature:: With tributylphosphine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/jo040245k

Reference yield:

: 827609-55-2
(6S,12bR)-4-oxo-1,2,3,4,6,7,12,12b-octahydropyrido[2,1-a]β-carboline-6-carbaldehyde

: 827609-58-5
(6S,12bR)-tert-butyl-1,2,3,4,6,7-hexahydro-4-oxo-6-[(phenylselanyl)carbonyl]indolo[2,3-a]quinolizine-12(12bH)-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / Et₃N; DMAP / tetrahydrofuran / 4 h / 20 °C

2: 83 percent / NaClO₂; NaH₂PO₄; 1-methyl-1-cyclohexene / acetonitrile; H₂O; 2-methyl-propan-2-ol / 18 h / 0 - 20 °C

3: 83 percent / PBu₃ / CH₂Cl₂ / 18 h / 0 - 20 °C

With dmap; sodium chlorite; sodium dihydrogenphosphate; 1-methylcyclohex-1-ene; tributylphosphine; triethylamine; In tetrahydrofuran; dichloromethane; water; acetonitrile; tert-butyl alcohol;
DOI:10.1016/j.tetlet.2006.06.033

Reference yield:

: 827609-56-3
(6S,12bR)-tert-butyl-6-formyl-1,2,3,4,6,7-hexahydro-4-oxoindolo[2,3-a]quinolizine-12(12bH)-carboxylate

: 827609-58-5
(6S,12bR)-tert-butyl-1,2,3,4,6,7-hexahydro-4-oxo-6-[(phenylselanyl)carbonyl]indolo[2,3-a]quinolizine-12(12bH)-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / NaClO₂; NaH₂PO₄; 1-methyl-1-cyclohexene / acetonitrile; H₂O; 2-methyl-propan-2-ol / 18 h / 0 - 20 °C

2: 83 percent / PBu₃ / CH₂Cl₂ / 18 h / 0 - 20 °C

With sodium chlorite; sodium dihydrogenphosphate; 1-methylcyclohex-1-ene; tributylphosphine; In dichloromethane; water; acetonitrile; tert-butyl alcohol;
DOI:10.1016/j.tetlet.2006.06.033