(3S,3aR)-6-fluoro-3a-(hydroxymethyl)-3-phenyl-2-tosyl-2,3,3a,4-tetrahydro-1H-benzo[f]isoindole

Base Information

• Chemical Name: (3S,3aR)-6-fluoro-3a-(hydroxymethyl)-3-phenyl-2-tosyl-2,3,3a,4-tetrahydro-1H-benzo[f]isoindole
• CAS No.: 1426342-05-3
• Molecular Formula: C₂₆H₂₄FNO₃S
• Molecular Weight: 449.546

Synonyms:(3S,3aR)-6-fluoro-3a-(hydroxymethyl)-3-phenyl-2-tosyl-2,3,3a,4-tetrahydro-1H-benzo[f]isoindole

Chemical Property of (3S,3aR)-6-fluoro-3a-(hydroxymethyl)-3-phenyl-2-tosyl-2,3,3a,4-tetrahydro-1H-benzo[f]isoindole

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Technology Process of (3S,3aR)-6-fluoro-3a-(hydroxymethyl)-3-phenyl-2-tosyl-2,3,3a,4-tetrahydro-1H-benzo[f]isoindole

There total 2 articles about (3S,3aR)-6-fluoro-3a-(hydroxymethyl)-3-phenyl-2-tosyl-2,3,3a,4-tetrahydro-1H-benzo[f]isoindole 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: 52.0%

(3S,3aS)-5,5-dibutyl-3a-hydroxymethyl-3-phenyl-2-tosyl-1,2,3,3a,4,5-hexahydrostannolo[3,4-c]pyrrole (1426342-06-4) + 1-bromo-4-fluoro-2-iodobenzene (202865-72-3) → (3S,3aR)-7-fluoro-3a-(hydroxymethyl)-3-phenyl-2-tosyl-2,3,3a,4-tetrahydro-1H-benzo[f]isoindole (1426342-04-2) + (3S,3aR)-6-fluoro-3a-(hydroxymethyl)-3-phenyl-2-tosyl-2,3,3a,4-tetrahydro-1H-benzo[f]isoindole (1426342-05-3)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; bis(tri-t-butylphosphine)palladium⁽⁰⁾; cesium fluoride; In 1,4-dioxane; for 20h; regioselective reaction; Inert atmosphere; Reflux;

DOI:10.1021/ol4003948

Reference yield: 49.0%

(3S,3aS)-5,5-dibutyl-3a-hydroxymethyl-3-phenyl-2-tosyl-1,2,3,3a,4,5-hexahydrostannolo[3,4-c]pyrrole (1426342-06-4) + 2-bromo-4-fluoro-1-iodobenzene (202865-73-4) → (3S,3aR)-7-fluoro-3a-(hydroxymethyl)-3-phenyl-2-tosyl-2,3,3a,4-tetrahydro-1H-benzo[f]isoindole (1426342-04-2) + (3S,3aR)-6-fluoro-3a-(hydroxymethyl)-3-phenyl-2-tosyl-2,3,3a,4-tetrahydro-1H-benzo[f]isoindole (1426342-05-3)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; bis(tri-t-butylphosphine)palladium⁽⁰⁾; cesium fluoride; In 1,4-dioxane; for 20h; regioselective reaction; Inert atmosphere; Reflux;

DOI:10.1021/ol4003948

upstream raw materials:

(3S,3aS)-5,5-dibutyl-3a-hydroxymethyl-3-phenyl-2-tosyl-1,2,3,3a,4,5-hexahydrostannolo[3,4-c]pyrrole

1-bromo-4-fluoro-2-iodobenzene

2-bromo-4-fluoro-1-iodobenzene

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