(1R,4S,5S)-4-(3,5-bis(trifluoromethyl)benzyl)-1,8,8-trimethyl-3-azabicyclo[3.2.1]octan-3-ium chloride

Base Information

Chemical Name:(1R,4S,5S)-4-(3,5-bis(trifluoromethyl)benzyl)-1,8,8-trimethyl-3-azabicyclo[3.2.1]octan-3-ium chloride
CAS No.:1403228-15-8
Molecular Formula:C₁₉H₂₃F₆N*ClH
Molecular Weight:415.85
Hs Code.:

Synonyms:(1R,4S,5S)-4-(3,5-bis(trifluoromethyl)benzyl)-1,8,8-trimethyl-3-azabicyclo[3.2.1]octan-3-ium chloride

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Chemical Property of (1R,4S,5S)-4-(3,5-bis(trifluoromethyl)benzyl)-1,8,8-trimethyl-3-azabicyclo[3.2.1]octan-3-ium chloride

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Technology Process of (1R,4S,5S)-4-(3,5-bis(trifluoromethyl)benzyl)-1,8,8-trimethyl-3-azabicyclo[3.2.1]octan-3-ium chloride

There total 7 articles about (1R,4S,5S)-4-(3,5-bis(trifluoromethyl)benzyl)-1,8,8-trimethyl-3-azabicyclo[3.2.1]octan-3-ium 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: 91.0%

: 1403228-13-6
(1R,4S,5S)-4-(3,5-bis(trifluoromethyl)benzyl)-1,8,8-trimethyl-3-azabicyclo[3.2.1]octane

: 1403228-15-8
(1R,4S,5S)-4-(3,5-bis(trifluoromethyl)benzyl)-1,8,8-trimethyl-3-azabicyclo[3.2.1]octan-3-ium chloride

Guidance literature:: With hydrogenchloride; In n-heptane; ethyl acetate; for 48h;
DOI:10.1002/chir.22069

Reference yield:

: 473929-46-3
(1R,4R)-3-[(E)-(dimethylamino)methylidene]-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

: 1403228-15-8
(1R,4S,5S)-4-(3,5-bis(trifluoromethyl)benzyl)-1,8,8-trimethyl-3-azabicyclo[3.2.1]octan-3-ium chloride

Guidance literature:: Multi-step reaction with 5 steps

1: tetrahydrofuran / 0 - 20 °C

2: 10% Pd/C; hydrogen / ethanol / 0.17 h / 20 °C / 3000.3 Torr / Inert atmosphere

3: acetic acid; hydroxylamine-O-sulfonic acid / 12 h / Reflux

4: borane-THF / tetrahydrofuran / 24 h / Inert atmosphere; Reflux

5: hydrogenchloride / n-heptane; ethyl acetate / 48 h

With hydrogenchloride; borane-THF; 10% Pd/C; hydrogen; acetic acid; hydroxylamine-O-sulfonic acid; In tetrahydrofuran; ethanol; n-heptane; ethyl acetate; 3: |Beckmann Rearrangement;
DOI:10.1002/chir.22069

Reference yield:

: C₁₉H₂₀F₆O

: 1403228-15-8
(1R,4S,5S)-4-(3,5-bis(trifluoromethyl)benzyl)-1,8,8-trimethyl-3-azabicyclo[3.2.1]octan-3-ium chloride

Guidance literature:: Multi-step reaction with 4 steps

1: 10% Pd/C; hydrogen / ethanol / 0.17 h / 20 °C / 3000.3 Torr / Inert atmosphere

2: acetic acid; hydroxylamine-O-sulfonic acid / 12 h / Reflux

3: borane-THF / tetrahydrofuran / 24 h / Inert atmosphere; Reflux

4: hydrogenchloride / n-heptane; ethyl acetate / 48 h

With hydrogenchloride; borane-THF; 10% Pd/C; hydrogen; acetic acid; hydroxylamine-O-sulfonic acid; In tetrahydrofuran; ethanol; n-heptane; ethyl acetate; 2: |Beckmann Rearrangement;
DOI:10.1002/chir.22069