(1R,2S,3S,5S)-3-(4-Fluoro-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carbonyl chloride

Base Information

Chemical Name:(1R,2S,3S,5S)-3-(4-Fluoro-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carbonyl chloride
CAS No.:189949-98-2
Molecular Formula:C₁₅H₁₇ClFNO
Molecular Weight:281.757
Hs Code.:

Synonyms:(1R,2S,3S,5S)-3-(4-Fluoro-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carbonyl chloride

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Chemical Property of (1R,2S,3S,5S)-3-(4-Fluoro-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carbonyl chloride

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Technology Process of (1R,2S,3S,5S)-3-(4-Fluoro-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carbonyl chloride

There total 7 articles about (1R,2S,3S,5S)-3-(4-Fluoro-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carbonyl chloride 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:

: 53898-64-9
2β-carboxy-3β-(4-fluorophenyl)-8-methyl-8-azabicyclo[3.2.1]octane

: 189949-98-2
(1R,2S,3S,5S)-3-(4-Fluoro-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carbonyl chloride

Guidance literature:: With oxalyl dichloride; In dichloromethane; for 1.5h; Ambient temperature;
DOI:10.1021/jm960532j

Reference yield:

: 50370-59-7
2β-carbomethoxy-3β-(4-fluorophenyl)tropane

: 189949-98-2
(1R,2S,3S,5S)-3-(4-Fluoro-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carbonyl chloride

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / H₂O / dioxane / 24 h / Heating

2: (COCl)2; DMF / CH₂Cl₂ / 0.75 h / 22 °C

With oxalyl dichloride; water; N,N-dimethyl-formamide; In 1,4-dioxane; dichloromethane;
DOI:10.1021/jm0301484

Reference yield:

: 85506-18-9
(1R)-(-)-2-carbomethoxy-3-tropinone

: 189949-98-2
(1R,2S,3S,5S)-3-(4-Fluoro-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carbonyl chloride

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium bistrimethylsilylamide / tetrahydrofuran / 0.5 h / -78 °C

1.2: 97 percent / tetrahydrofuran / -78 - 22 °C

2.1: 89 percent / LiCl; aq. Na₂CO₃; Pd₂dba3 / various solvent(s) / 3 h / Heating

3.1: SmI₂ / tetrahydrofuran / 0.75 h / -78 °C

3.2: 34 percent / MeOH / tetrahydrofuran / 2 h

4.1: 95 percent / H₂O / dioxane / 24 h / Heating

5.1: (COCl)2; DMF / CH₂Cl₂ / 0.75 h / 22 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; samarium diiodide; oxalyl dichloride; water; sodium hexamethyldisilazane; sodium carbonate; N,N-dimethyl-formamide; lithium chloride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; 2.1: Suzuki coupling;
DOI:10.1021/jm0301484