(4S,12bS)-4-(4-methoxyphenyl)-12-tosyl-1,3,4,6,7,12b-hexahydroindolo[2,3-a]quinolizin-2(12H)-one

Base Information

Chemical Name:(4S,12bS)-4-(4-methoxyphenyl)-12-tosyl-1,3,4,6,7,12b-hexahydroindolo[2,3-a]quinolizin-2(12H)-one
CAS No.:1421697-02-0
Molecular Formula:C₂₉H₂₈N₂O₄S
Molecular Weight:500.618
Hs Code.:

Synonyms:(4S,12bS)-4-(4-methoxyphenyl)-12-tosyl-1,3,4,6,7,12b-hexahydroindolo[2,3-a]quinolizin-2(12H)-one

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Chemical Property of (4S,12bS)-4-(4-methoxyphenyl)-12-tosyl-1,3,4,6,7,12b-hexahydroindolo[2,3-a]quinolizin-2(12H)-one

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Technology Process of (4S,12bS)-4-(4-methoxyphenyl)-12-tosyl-1,3,4,6,7,12b-hexahydroindolo[2,3-a]quinolizin-2(12H)-one

There total 7 articles about (4S,12bS)-4-(4-methoxyphenyl)-12-tosyl-1,3,4,6,7,12b-hexahydroindolo[2,3-a]quinolizin-2(12H)-one 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: 87.0%

: 145865-96-9
4,9-dihydro-9-(p-toluenesulfonyl)-3H-pyrido-<3,4-b>indole

: 3815-30-3
4-(4-methoxyphenyl)-3-buten-2-one

: 1421697-02-0
(4S,12bS)-4-(4-methoxyphenyl)-12-tosyl-1,3,4,6,7,12b-hexahydroindolo[2,3-a]quinolizin-2(12H)-one

: 1421697-18-8
(4R,12bS)-4-(4-methoxyphenyl)-12-tosyl-1,3,4,6,7,12b-hexahydroindolo[2,3-a]quinolizin-2(12H)-one

Guidance literature:: With (S)-2-(3-((1R,2R)-2-aminocyclohexyl)thioureido)-N-benzhydryl-N,3,3-trimethylbutanamide; acetic acid; In toluene; at 4 ℃; for 72h; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ja310718f

Reference yield:

: 869096-24-2
9-tolylsulfonyl-4,9-dihydro-3H-β-carboline

: 3815-30-3
4-(4-methoxyphenyl)-3-buten-2-one

: 1421697-02-0
(4S,12bS)-4-(4-methoxyphenyl)-12-tosyl-1,3,4,6,7,12b-hexahydroindolo[2,3-a]quinolizin-2(12H)-one

: 1421697-18-8
(4R,12bS)-4-(4-methoxyphenyl)-12-tosyl-1,3,4,6,7,12b-hexahydroindolo[2,3-a]quinolizin-2(12H)-one

Guidance literature:: 9-tolylsulfonyl-4,9-dihydro-3H-β-carboline; 4-(4-methoxyphenyl)-3-buten-2-one; With tris(triphenylphosphine)ruthenium(II) chloride; (S)-2-(3-((1R,2R)-2-aminocyclohexyl)thioureido)-N-benzhydryl-N,3,3-trimethylbutanamide; acetic acid; In toluene; at 0 - 20 ℃; for 0.166667h;

With tert.-butylhydroperoxide; In decane; toluene; at 0 ℃; for 72.75h; Overall yield = 73 %; enantioselective reaction;
DOI:10.3390/molecules23092228

Reference yield:

: 869096-24-2
9-tolylsulfonyl-4,9-dihydro-3H-β-carboline

: 3815-30-3
4-(4-methoxyphenyl)-3-buten-2-one

: 1421697-02-0
(4S,12bS)-4-(4-methoxyphenyl)-12-tosyl-1,3,4,6,7,12b-hexahydroindolo[2,3-a]quinolizin-2(12H)-one

: 1421697-18-8
(4R,12bS)-4-(4-methoxyphenyl)-12-tosyl-1,3,4,6,7,12b-hexahydroindolo[2,3-a]quinolizin-2(12H)-one

: (4S,12bR)-4-(4-methoxyphenyl)-12-tosyl-1,3,4,6,7,12b-hexahydroindolo[2,3-a]quinolizin-2(12H)-one

: (4R,12bR)-4-(4-methoxyphenyl)-12-tosyl-1,3,4,6,7,12b-hexahydroindolo[2,3-a]quinolizin-2(12H)-one

Guidance literature:: 9-tolylsulfonyl-4,9-dihydro-3H-β-carboline; 4-(4-methoxyphenyl)-3-buten-2-one; With [RhCl₂(p-cymene)]2; (S)-2-(3-((1R,2R)-2-aminocyclohexyl)thioureido)-N-benzhydryl-N,3,3-trimethylbutanamide; acetic acid; In toluene; at 0 - 20 ℃; for 0.166667h;

With tert.-butylhydroperoxide; In decane; toluene; at 0 ℃; for 45.75h; Reagent/catalyst; Solvent; Overall yield = 50 %; enantioselective reaction;
DOI:10.3390/molecules23092228