(7R,8S,9R,9aS)-methyl 2-bromo-9-(2-bromophenyl)-7-(2-ethoxy-2-oxoethyl)-8-nitro-10-oxo-6,7,8,9,9a,10-hexahydropyrido[1,2-a]indole-9a-carboxylate

Base Information

Chemical Name:(7R,8S,9R,9aS)-methyl 2-bromo-9-(2-bromophenyl)-7-(2-ethoxy-2-oxoethyl)-8-nitro-10-oxo-6,7,8,9,9a,10-hexahydropyrido[1,2-a]indole-9a-carboxylate
CAS No.:1597613-92-7
Molecular Formula:C₂₄H₂₂Br₂N₂O₇
Molecular Weight:610.256
Hs Code.:

(7R,8S,9R,9aS)-methyl 2-bromo-9-(2-bromophenyl)-7-(2-ethoxy-2-oxoethyl)-8-nitro-10-oxo-6,7,8,9,9a,10-hexahydropyrido[1,2-a]indole-9a-carboxylate

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Chemical Property of (7R,8S,9R,9aS)-methyl 2-bromo-9-(2-bromophenyl)-7-(2-ethoxy-2-oxoethyl)-8-nitro-10-oxo-6,7,8,9,9a,10-hexahydropyrido[1,2-a]indole-9a-carboxylate

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Technology Process of (7R,8S,9R,9aS)-methyl 2-bromo-9-(2-bromophenyl)-7-(2-ethoxy-2-oxoethyl)-8-nitro-10-oxo-6,7,8,9,9a,10-hexahydropyrido[1,2-a]indole-9a-carboxylate

There total 3 articles about (7R,8S,9R,9aS)-methyl 2-bromo-9-(2-bromophenyl)-7-(2-ethoxy-2-oxoethyl)-8-nitro-10-oxo-6,7,8,9,9a,10-hexahydropyrido[1,2-a]indole-9a-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:

: 65185-68-4
o-bromonitrostyrene

: 1597613-98-3
(E)-methyl 5-bromo-1-(4-ethoxy-4-oxobut-2-en-1-yl)-3-hydroxy-1H-indole-2-carboxylate

: 1597613-92-7
(7R,8S,9R,9aS)-methyl 2-bromo-9-(2-bromophenyl)-7-(2-ethoxy-2-oxoethyl)-8-nitro-10-oxo-6,7,8,9,9a,10-hexahydropyrido[1,2-a]indole-9a-carboxylate

: methyl 2-bromo-9-(2-bromophenyl)-7-(2-ethoxy-2-oxoethyl)-8-nitro-10-oxo-6,7,8,9,9a,10-hexahydropyrido[1,2-a]indole-9a-carboxylate

Guidance literature:: With epiCDT; In dichloromethane; at -60 ℃; for 120h; Overall yield = 69 %; stereoselective reaction;
DOI:10.1021/ol5008185

Reference yield:

: 106634-15-5
5-bromo-2-<(2-methoxy-2-oxoethyl)amino>benzoic acid methyl ester

: 1597613-92-7
(7R,8S,9R,9aS)-methyl 2-bromo-9-(2-bromophenyl)-7-(2-ethoxy-2-oxoethyl)-8-nitro-10-oxo-6,7,8,9,9a,10-hexahydropyrido[1,2-a]indole-9a-carboxylate

: methyl 2-bromo-9-(2-bromophenyl)-7-(2-ethoxy-2-oxoethyl)-8-nitro-10-oxo-6,7,8,9,9a,10-hexahydropyrido[1,2-a]indole-9a-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate; sodium iodide / acetonitrile / 48 h / Reflux

2: potassium tert-butylate / tetrahydrofuran / 0 °C

3: epiCDT / dichloromethane / 120 h / -60 °C

With epiCDT; potassium tert-butylate; potassium carbonate; sodium iodide; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/ol5008185

Reference yield:

: 52727-57-8
5-bromo-2-aminobenzoic acid methyl ester

: 1597613-92-7
(7R,8S,9R,9aS)-methyl 2-bromo-9-(2-bromophenyl)-7-(2-ethoxy-2-oxoethyl)-8-nitro-10-oxo-6,7,8,9,9a,10-hexahydropyrido[1,2-a]indole-9a-carboxylate

: methyl 2-bromo-9-(2-bromophenyl)-7-(2-ethoxy-2-oxoethyl)-8-nitro-10-oxo-6,7,8,9,9a,10-hexahydropyrido[1,2-a]indole-9a-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: N,N-dimethyl-formamide / 7 h / 80 °C

2: potassium carbonate; sodium iodide / acetonitrile / 48 h / Reflux

3: potassium tert-butylate / tetrahydrofuran / 0 °C

4: epiCDT / dichloromethane / 120 h / -60 °C

With epiCDT; potassium tert-butylate; potassium carbonate; sodium iodide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol5008185