(+)-(3S,5S)-3-(fluoromethyl)-3-(2-fluorophenyl)-5-(trifluoromethyl)isoxazolidine

Base Information

Chemical Name:(+)-(3S,5S)-3-(fluoromethyl)-3-(2-fluorophenyl)-5-(trifluoromethyl)isoxazolidine
CAS No.:1448793-48-3
Molecular Formula:C₁₁H₁₀F₅NO
Molecular Weight:267.199
Hs Code.:

Synonyms:(+)-(3S,5S)-3-(fluoromethyl)-3-(2-fluorophenyl)-5-(trifluoromethyl)isoxazolidine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (+)-(3S,5S)-3-(fluoromethyl)-3-(2-fluorophenyl)-5-(trifluoromethyl)isoxazolidine

Chemical Property:

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Technology Process of (+)-(3S,5S)-3-(fluoromethyl)-3-(2-fluorophenyl)-5-(trifluoromethyl)isoxazolidine

There total 4 articles about (+)-(3S,5S)-3-(fluoromethyl)-3-(2-fluorophenyl)-5-(trifluoromethyl)isoxazolidine 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: 13.0%

: (3S,5S)-rac-3-(fluoromethyl)-3-(2-fluorophenyl)-5-(trifluoromethyl)isoxazolidine

: 1448793-49-4
(-)-(3R,5R)-3-(fluoromethyl)-3-(2-fluorophenyl)-5-(trifluoromethyl)isoxazolidine

: 1448793-48-3
(+)-(3S,5S)-3-(fluoromethyl)-3-(2-fluorophenyl)-5-(trifluoromethyl)isoxazolidine

Guidance literature:: With chiralpack AD; In ethanol; n-heptane;
DOI:10.1021/jm400225m

Reference yield:

: 1432511-65-3
ethyl 5-(trifluoromethyl)-4,5-dihydroisoxazole-3-carboxylate

: 1448793-48-3
(+)-(3S,5S)-3-(fluoromethyl)-3-(2-fluorophenyl)-5-(trifluoromethyl)isoxazolidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium tetrahydroborate / ethanol / 24 h / 0 °C / Inert atmosphere

2.1: (bis-(2-methoxyethyl)amino)sulfur trufluoride / dichloromethane / 15 h / -78 - 22 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; toluene / 1 h / -78 - -70 °C

3.2: 1 h / -78 - -70 °C

4.1: chiralpack AD / n-heptane; ethanol

With sodium tetrahydroborate; n-butyllithium; (bis-(2-methoxyethyl)amino)sulfur trufluoride; In tetrahydrofuran; ethanol; n-heptane; dichloromethane; toluene;
DOI:10.1021/jm400225m

Reference yield:

: 1432511-67-5
3-(fluoromethyl)-5-(trifluoromethyl)-4,5-dihydroisoxazole

: 1448793-48-3
(+)-(3S,5S)-3-(fluoromethyl)-3-(2-fluorophenyl)-5-(trifluoromethyl)isoxazolidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; toluene / 1 h / -78 - -70 °C

1.2: 1 h / -78 - -70 °C

2.1: chiralpack AD / n-heptane; ethanol

With n-butyllithium; In tetrahydrofuran; ethanol; n-heptane; toluene;
DOI:10.1021/jm400225m