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

Base Information

Chemical Name:(1R,4S,5S)-4-(3,5-bis(trifluoromethyl)benzyl)-1,8,8-trimethyl-3-azabicyclo[3.2.1]octane
CAS No.:1403228-13-6
Molecular Formula:C₁₉H₂₃F₆N
Molecular Weight:379.389
Hs Code.:

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

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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]octane

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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]octane

There total 6 articles about (1R,4S,5S)-4-(3,5-bis(trifluoromethyl)benzyl)-1,8,8-trimethyl-3-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: 34.0%

: 1403228-10-3
(1R,4S,5S)-4-(3,5-bis(trifluoromethyl)benzyl)-1,8,8-trimethyl-3-azabicyclo[3.2.1]octan-2-one

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

Guidance literature:: With borane-THF; In tetrahydrofuran; for 24h; Inert atmosphere; Reflux;
DOI:10.1002/chir.22069

Reference yield:

: C₁₉H₂₀F₆O

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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

: 464-49-3,68546-28-1
(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

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

Guidance literature:: Multi-step reaction with 5 steps

1: N,N-dimethyl-formamide / Inert atmosphere; Heating

2: tetrahydrofuran / 0 - 20 °C

3: 10% Pd/C; hydrogen / ethanol / 0.17 h / 20 °C / 3000.3 Torr / Inert atmosphere

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

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

With borane-THF; 10% Pd/C; hydrogen; acetic acid; hydroxylamine-O-sulfonic acid; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; 4: |Beckmann Rearrangement;
DOI:10.1002/chir.22069