(2S,3R,4R)-2,9-dimethyl-3-nitro-4-phenyl-2,3,4,9-tetrahydro-1H-carbazole

Base Information

Chemical Name:(2S,3R,4R)-2,9-dimethyl-3-nitro-4-phenyl-2,3,4,9-tetrahydro-1H-carbazole
CAS No.:1211485-58-3
Molecular Formula:C₂₀H₂₀N₂O₂
Molecular Weight:320.391
Hs Code.:

Synonyms:(2S,3R,4R)-2,9-dimethyl-3-nitro-4-phenyl-2,3,4,9-tetrahydro-1H-carbazole

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Chemical Property of (2S,3R,4R)-2,9-dimethyl-3-nitro-4-phenyl-2,3,4,9-tetrahydro-1H-carbazole

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Technology Process of (2S,3R,4R)-2,9-dimethyl-3-nitro-4-phenyl-2,3,4,9-tetrahydro-1H-carbazole

There total 2 articles about (2S,3R,4R)-2,9-dimethyl-3-nitro-4-phenyl-2,3,4,9-tetrahydro-1H-carbazole 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: 27.0%

: 5153-67-3
nitrostyrene

: 176690-29-2
1-methyl-2-(prop-1-en-1-yl)-1H-indole

: 1-methyl-3-(2-nitro-1-phenylethyl)-2-(prop-1-enyl)-1H-indole

: (2R,3S,4S)-2,9-dimethyl-3-nitro-4-phenyl-2,3,4,9-tetrahydro-1H-carbazole

: 1211485-58-3
(2S,3R,4R)-2,9-dimethyl-3-nitro-4-phenyl-2,3,4,9-tetrahydro-1H-carbazole

Guidance literature:: With (1S,2S)-1,2-diphenyl-N,N'-bis(trifluoromethanesulfonyl)ethane-1,2-diamine; In 1,2-dichloro-ethane; at -40 ℃; for 1h; optical yield given as %ee; enantioselective reaction;
DOI:10.1021/ol1001818

Reference yield:

: 5153-67-3
nitrostyrene

: 176690-29-2
1-methyl-2-(prop-1-en-1-yl)-1H-indole

: (2R,3S,4S)-2,9-dimethyl-3-nitro-4-phenyl-2,3,4,9-tetrahydro-1H-carbazole

: 1211485-58-3
(2S,3R,4R)-2,9-dimethyl-3-nitro-4-phenyl-2,3,4,9-tetrahydro-1H-carbazole

Guidance literature:: nitrostyrene; With acetic acid; (1S,2S)-1,2-diphenyl-N,N'-bis(trifluoromethanesulfonyl)ethane-1,2-diamine; In dichloromethane; water; at -78 ℃; for 0.5h;

1-methyl-2-(prop-1-en-1-yl)-1H-indole; In dichloromethane; water; at -78 ℃; for 6h; optical yield given as %ee; enantioselective reaction;
DOI:10.1021/ol1001818

Reference yield: 86.0%

: 1211485-58-3
(2S,3R,4R)-2,9-dimethyl-3-nitro-4-phenyl-2,3,4,9-tetrahydro-1H-carbazole

: 1211485-81-2
(2S,3R,4R)-2,9-dimethyl-4-phenyl-2,3,4,9-tetrahydro-1H-carbazol-3-amine

Guidance literature:: (2S,3R,4R)-2,9-dimethyl-3-nitro-4-phenyl-2,3,4,9-tetrahydro-1H-carbazole; With Cl^(1-)*6H₂O*Ni⁽¹⁺⁾; In ethanol; dichloromethane; at 0 ℃; for 0.166667h; Inert atmosphere;

With sodium tetrahydroborate; In ethanol; dichloromethane; at 0 ℃; for 1h; optical yield given as %ee; Inert atmosphere;
DOI:10.1021/ol1001818