3-propyl 5-ethyl (3aα,4α,7aα)-3a,4,7,7a-tetrahydro-6,7a-dimethyl-4-<2-(trifluoromethyl)phenyl>isoxazolo<5,4-b>pyridine-3,5-dicarboxylate

Base Information

Chemical Name:3-propyl 5-ethyl (3aα,4α,7aα)-3a,4,7,7a-tetrahydro-6,7a-dimethyl-4-<2-(trifluoromethyl)phenyl>isoxazolo<5,4-b>pyridine-3,5-dicarboxylate
CAS No.:123486-72-6
Molecular Formula:C₂₂H₂₅F₃N₂O₅
Molecular Weight:454.446
Hs Code.:

Synonyms:3-propyl 5-ethyl (3aα,4α,7aα)-3a,4,7,7a-tetrahydro-6,7a-dimethyl-4-<2-(trifluoromethyl)phenyl>isoxazolo<5,4-b>pyridine-3,5-dicarboxylate

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Chemical Property of 3-propyl 5-ethyl (3aα,4α,7aα)-3a,4,7,7a-tetrahydro-6,7a-dimethyl-4-<2-(trifluoromethyl)phenyl>isoxazolo<5,4-b>pyridine-3,5-dicarboxylate

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Technology Process of 3-propyl 5-ethyl (3aα,4α,7aα)-3a,4,7,7a-tetrahydro-6,7a-dimethyl-4-<2-(trifluoromethyl)phenyl>isoxazolo<5,4-b>pyridine-3,5-dicarboxylate

There total 6 articles about 3-propyl 5-ethyl (3aα,4α,7aα)-3a,4,7,7a-tetrahydro-6,7a-dimethyl-4-<2-(trifluoromethyl)phenyl>isoxazolo<5,4-b>pyridine-3,5-dicarboxylate 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%

: 71-23-8
propan-1-ol

: 123486-75-9
(3aα,4α,7aα)-3a,4,7,7a-tetrahydro-6,7a-dimethyl-4-<2-(trifluoromethyl)phenyl>isoxazolo<5,4-b>pyridine-3,5-dicarboxylic acid 5-(ethyl ester)

: 123486-72-6
3-propyl 5-ethyl (3aα,4α,7aα)-3a,4,7,7a-tetrahydro-6,7a-dimethyl-4-<2-(trifluoromethyl)phenyl>isoxazolo<5,4-b>pyridine-3,5-dicarboxylate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; for 18h; Ambient temperature;
DOI:10.1021/jo00284a036

Reference yield:

: 447-61-0
2-Trifluoromethylbenzaldehyde

: 123486-72-6
3-propyl 5-ethyl (3aα,4α,7aα)-3a,4,7,7a-tetrahydro-6,7a-dimethyl-4-<2-(trifluoromethyl)phenyl>isoxazolo<5,4-b>pyridine-3,5-dicarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 69 percent / 10percent aq. NaOH / Ambient temperature

2: 38 percent / ethanol / 24 h / 170 °C

3: 74 percent / Et₃N / diethyl ether / 12 h

4: 97 percent / 1 N NaOH / tetrahydrofuran / 2 h

5: 52 percent / dicyclohexylcarbodiimide, 4-(N,N-dimethylamino)pyridine / dimethylformamide / 18 h / Ambient temperature

With dmap; sodium hydroxide; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; diethyl ether; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jo00284a036

Reference yield:

: 76293-37-3
4-<2-(trifluoromethyl)phenyl>-3-buten-2-one

: 123486-72-6
3-propyl 5-ethyl (3aα,4α,7aα)-3a,4,7,7a-tetrahydro-6,7a-dimethyl-4-<2-(trifluoromethyl)phenyl>isoxazolo<5,4-b>pyridine-3,5-dicarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 38 percent / ethanol / 24 h / 170 °C

2: 74 percent / Et₃N / diethyl ether / 12 h

3: 97 percent / 1 N NaOH / tetrahydrofuran / 2 h

4: 52 percent / dicyclohexylcarbodiimide, 4-(N,N-dimethylamino)pyridine / dimethylformamide / 18 h / Ambient temperature

With dmap; sodium hydroxide; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; diethyl ether; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jo00284a036