methyl (7S)-14-cyclohexyl-7-hydroxy-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate

Base Information

Chemical Name:methyl (7S)-14-cyclohexyl-7-hydroxy-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate
CAS No.:886041-54-9
Molecular Formula:C₂₅H₂₇NO₄
Molecular Weight:405.494
Hs Code.:

Synonyms:methyl (7S)-14-cyclohexyl-7-hydroxy-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate

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Chemical Property of methyl (7S)-14-cyclohexyl-7-hydroxy-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate

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Technology Process of methyl (7S)-14-cyclohexyl-7-hydroxy-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate

There total 4 articles about methyl (7S)-14-cyclohexyl-7-hydroxy-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-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: 88.0%

: 886041-53-8
3-cyclohexyl-2-{2-[(2S)-oxiran-2-ylmethoxy]phenyl}-1H-indole-6-carboxylic acid methyl ester

: 886041-54-9
methyl (7S)-14-cyclohexyl-7-hydroxy-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate

Guidance literature:: With caesium carbonate; In N,N-dimethyl acetamide; at 65 ℃; for 2.5h; optical yield given as %ee; enantioselective reaction; Large scale reaction;
DOI:10.1021/op200002u

Reference yield:

: 863578-50-1
3-cyclohexyl-2-(2-hydroxy-phenyl)-1H-indole-6-carboxylic acid methyl ester

: 886041-54-9
methyl (7S)-14-cyclohexyl-7-hydroxy-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: cesium fluoride / N,N-dimethyl-formamide / 20 °C

2: caesium carbonate / 1,4-dioxane / 48 h / Reflux

With caesium carbonate; cesium fluoride; In 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1021/jm1013105

Reference yield:

: 494799-19-8
methyl 2-bromo-3-cyclohexyl-1H-indole-6-carboxylate

: 886041-54-9
methyl (7S)-14-cyclohexyl-7-hydroxy-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,4-dioxane; water / 4 h / 110 °C / Inert atmosphere

2: cesium fluoride / N,N-dimethyl-formamide / 20 °C

3: caesium carbonate / 1,4-dioxane / 48 h / Reflux

With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; caesium carbonate; cesium fluoride; In 1,4-dioxane; water; N,N-dimethyl-formamide; 1: Suzuki coupling;
DOI:10.1021/jm1013105