(1'R,5'S)-3-(4-fluorophenyl)-8'-methylspiro[4H-isoxazole-5,3'-8-azabicyclo[3.2.1]octane]

Base Information

Chemical Name:(1'R,5'S)-3-(4-fluorophenyl)-8'-methylspiro[4H-isoxazole-5,3'-8-azabicyclo[3.2.1]octane]
CAS No.:1617538-62-1
Molecular Formula:C₁₆H₁₉FN₂O
Molecular Weight:274.338
Hs Code.:

Synonyms:(1'R,5'S)-3-(4-fluorophenyl)-8'-methylspiro[4H-isoxazole-5,3'-8-azabicyclo[3.2.1]octane]

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Chemical Property of (1'R,5'S)-3-(4-fluorophenyl)-8'-methylspiro[4H-isoxazole-5,3'-8-azabicyclo[3.2.1]octane]

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Technology Process of (1'R,5'S)-3-(4-fluorophenyl)-8'-methylspiro[4H-isoxazole-5,3'-8-azabicyclo[3.2.1]octane]

There total 4 articles about (1'R,5'S)-3-(4-fluorophenyl)-8'-methylspiro[4H-isoxazole-5,3'-8-azabicyclo[3.2.1]octane] 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: 45.0%

: 42202-95-9
4-fluoro-N-hydroxybenzimidoyl chloride

: 8-methyl-3-methylene-8-azabicyclo[3.2.1]octane

: 1617538-62-1
(1'R,5'S)-3-(4-fluorophenyl)-8'-methylspiro[4H-isoxazole-5,3'-8-azabicyclo[3.2.1]octane]

Guidance literature:: With sodium hydrogencarbonate; In dichloromethane; at 20 ℃; for 72h;
DOI:10.1016/j.ejmech.2014.04.057

Reference yield:

: 459-57-4
4-fluorobenzaldehyde

: 1617538-62-1
(1'R,5'S)-3-(4-fluorophenyl)-8'-methylspiro[4H-isoxazole-5,3'-8-azabicyclo[3.2.1]octane]

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine; hydroxylamine hydrochloride / dichloromethane / 12 h / 20 °C

2: N-chloro-succinimide / N,N-dimethyl-formamide / 12 h / 0 °C

3: sodium hydrogencarbonate / dichloromethane / 72 h / 20 °C

With N-chloro-succinimide; hydroxylamine hydrochloride; sodium hydrogencarbonate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.ejmech.2014.04.057

Reference yield:

: 532-24-1
tropinone

: 1617538-62-1
(1'R,5'S)-3-(4-fluorophenyl)-8'-methylspiro[4H-isoxazole-5,3'-8-azabicyclo[3.2.1]octane]

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium tert-butylate / tetrahydrofuran / 1.5 h / 0 °C

1.2: 15 h / 20 °C

2.1: sodium hydrogencarbonate / dichloromethane / 72 h / 20 °C

With potassium tert-butylate; sodium hydrogencarbonate; In tetrahydrofuran; dichloromethane; 1.1: |Wittig Olefination / 1.2: |Wittig Olefination;
DOI:10.1016/j.ejmech.2014.04.057