(3S,4S)-ethyl 9-benzoyl-3-ethyl-2-oxo-3-phenyl-2,3,4,9-tetrahydropyrano[2,3-b]indole-4-carboxylate

Base Information

Chemical Name:(3S,4S)-ethyl 9-benzoyl-3-ethyl-2-oxo-3-phenyl-2,3,4,9-tetrahydropyrano[2,3-b]indole-4-carboxylate
CAS No.:1248518-62-8
Molecular Formula:C₂₉H₂₅NO₅
Molecular Weight:467.521
Hs Code.:

Synonyms:(3S,4S)-ethyl 9-benzoyl-3-ethyl-2-oxo-3-phenyl-2,3,4,9-tetrahydropyrano[2,3-b]indole-4-carboxylate

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Chemical Property of (3S,4S)-ethyl 9-benzoyl-3-ethyl-2-oxo-3-phenyl-2,3,4,9-tetrahydropyrano[2,3-b]indole-4-carboxylate

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Technology Process of (3S,4S)-ethyl 9-benzoyl-3-ethyl-2-oxo-3-phenyl-2,3,4,9-tetrahydropyrano[2,3-b]indole-4-carboxylate

There total 3 articles about (3S,4S)-ethyl 9-benzoyl-3-ethyl-2-oxo-3-phenyl-2,3,4,9-tetrahydropyrano[2,3-b]indole-4-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:

: 20452-67-9
phenylethylketene

: C₁₉H₁₅NO₄

: 1248518-62-8
(3S,4S)-ethyl 9-benzoyl-3-ethyl-2-oxo-3-phenyl-2,3,4,9-tetrahydropyrano[2,3-b]indole-4-carboxylate

: C₂₉H₂₅NO₅

Guidance literature:: With C₃₄H₅₄N₄O₄; bis(trifluoromethane)sulfonimide lithium; gadolinium(III) trifluoromethanesulfonate; In dichloromethane; at -10 ℃; for 12h; Overall yield = 96 %; stereoselective reaction; Inert atmosphere;
DOI:10.1021/acscatal.5b01719

Reference yield:

: 20452-67-9
phenylethylketene

: 1248518-60-6
(E)-ethyl 2-(1-benzoyl-2-oxoindolin-3-ylidene)acetate

: 1248518-62-8
(3S,4S)-ethyl 9-benzoyl-3-ethyl-2-oxo-3-phenyl-2,3,4,9-tetrahydropyrano[2,3-b]indole-4-carboxylate

: ethyl 9-benzoyl-3-ethyl-2-oxo-3-phenyl-2,3,4,9-tetrahydropyrano[2,3-b]indole-4-carboxylate

Guidance literature:: With (S)-5-{bis[3,5-bis(trifluoromethyl)phenyl](hydroxy)methyl}-2-phenyl-6,7-dihydro-5H-pyrrolo[2,1-c]-1,2,4-triazol-2-ium tetrafluoroborate; caesium carbonate; In dichloromethane; at 20 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1021/jo101318u

Reference yield:

: 20452-67-9
phenylethylketene

: 1248518-60-6
(E)-ethyl 2-(1-benzoyl-2-oxoindolin-3-ylidene)acetate

: 1248518-61-7
(3R,4R)-ethyl 9-benzoyl-3-ethyl-2-oxo-3-phenyl-2,3,4,9-tetrahydropyrano[2,3-b]indole-4-carboxylate

: 1248518-62-8
(3S,4S)-ethyl 9-benzoyl-3-ethyl-2-oxo-3-phenyl-2,3,4,9-tetrahydropyrano[2,3-b]indole-4-carboxylate

: ethyl 9-benzoyl-3-ethyl-2-oxo-3-phenyl-2,3,4,9-tetrahydropyrano[2,3-b]indole-4-carboxylate

Guidance literature:: With (S)-5-{bis[3,5-bis(trifluoromethyl)phenyl](hydroxy)methyl}-2-phenyl-6,7-dihydro-5H-pyrrolo[2,1-c]-1,2,4-triazol-2-ium tetrafluoroborate; caesium carbonate; In tetrahydrofuran; at 20 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1021/jo101318u