(2aR,7bR)-7-fluoro-1-((S)-1-(4-methoxyphenyl)ethyl)-2a,3-dihydro-1H-indeno[1,2-b]azet-2(7bH)-one

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Chemical Name:(2aR,7bR)-7-fluoro-1-((S)-1-(4-methoxyphenyl)ethyl)-2a,3-dihydro-1H-indeno[1,2-b]azet-2(7bH)-one
CAS No.:1346004-49-6
Molecular Formula:C₁₉H₁₈FNO₂
Molecular Weight:311.356
Hs Code.:

Synonyms:(2aR,7bR)-7-fluoro-1-((S)-1-(4-methoxyphenyl)ethyl)-2a,3-dihydro-1H-indeno[1,2-b]azet-2(7bH)-one

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Chemical Property of (2aR,7bR)-7-fluoro-1-((S)-1-(4-methoxyphenyl)ethyl)-2a,3-dihydro-1H-indeno[1,2-b]azet-2(7bH)-one

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Technology Process of (2aR,7bR)-7-fluoro-1-((S)-1-(4-methoxyphenyl)ethyl)-2a,3-dihydro-1H-indeno[1,2-b]azet-2(7bH)-one

There total 6 articles about (2aR,7bR)-7-fluoro-1-((S)-1-(4-methoxyphenyl)ethyl)-2a,3-dihydro-1H-indeno[1,2-b]azet-2(7bH)-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: 79.0%

: 1346004-15-6
(S,E)-ethyl 3-(3-fluoro-2-((1-(4-methoxyphenyl)ethylimino)methyl)phenyl)propanoate

: 1346004-49-6
(2aR,7bR)-7-fluoro-1-((S)-1-(4-methoxyphenyl)ethyl)-2a,3-dihydro-1H-indeno[1,2-b]azet-2(7bH)-one

Guidance literature:: With 15-crown-5; sodium hexamethyldisilazane; In tetrahydrofuran; at -40 ℃; for 8h; optical yield given as %de; stereoselective reaction; Inert atmosphere;
DOI:10.1021/ol202750u

Reference yield:

: 1346004-36-1
ethyl 3-(2-(1,3-dioxan-2-yl)-3-fluorophenyl)propanoate

: 1346004-49-6
(2aR,7bR)-7-fluoro-1-((S)-1-(4-methoxyphenyl)ethyl)-2a,3-dihydro-1H-indeno[1,2-b]azet-2(7bH)-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: acetic acid / water / 12 h / 20 °C / Inert atmosphere

2.1: magnesium sulfate / dichloromethane / 0.08 h / Inert atmosphere

2.2: 5 h / 20 °C / Inert atmosphere

3.1: 15-crown-5; sodium hexamethyldisilazane / tetrahydrofuran / 8 h / -40 °C / Inert atmosphere

With 15-crown-5; sodium hexamethyldisilazane; magnesium sulfate; acetic acid; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ol202750u

Reference yield:

: 1346004-26-9
2-(2-bromo-6-fluorophenyl)-1,3-dioxane

: 1346004-49-6
(2aR,7bR)-7-fluoro-1-((S)-1-(4-methoxyphenyl)ethyl)-2a,3-dihydro-1H-indeno[1,2-b]azet-2(7bH)-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: palladium diacetate; N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine / acetonitrile / 24 h / Reflux; Inert atmosphere

2.1: cobalt(II) chloride hexahydrate / ethanol / 0.5 h / 0 °C / Inert atmosphere

2.2: 72 h / 20 °C / Inert atmosphere

3.1: acetic acid / water / 12 h / 20 °C / Inert atmosphere

4.1: magnesium sulfate / dichloromethane / 0.08 h / Inert atmosphere

4.2: 5 h / 20 °C / Inert atmosphere

5.1: 15-crown-5; sodium hexamethyldisilazane / tetrahydrofuran / 8 h / -40 °C / Inert atmosphere

With 15-crown-5; cobalt(II) chloride hexahydrate; palladium diacetate; sodium hexamethyldisilazane; magnesium sulfate; acetic acid; N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile; 1.1: Heck reaction;
DOI:10.1021/ol202750u