(3S,4S)-3-butyl-6-(4-nitrophenyl)-4-(trifluoromethyl)-3,4-dihydro-2H-pyran-2-one

Base Information

Chemical Name:(3S,4S)-3-butyl-6-(4-nitrophenyl)-4-(trifluoromethyl)-3,4-dihydro-2H-pyran-2-one
CAS No.:1453495-84-5
Molecular Formula:C₁₆H₁₆F₃NO₄
Molecular Weight:343.303
Hs Code.:

Synonyms:(3S,4S)-3-butyl-6-(4-nitrophenyl)-4-(trifluoromethyl)-3,4-dihydro-2H-pyran-2-one

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Chemical Property of (3S,4S)-3-butyl-6-(4-nitrophenyl)-4-(trifluoromethyl)-3,4-dihydro-2H-pyran-2-one

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Technology Process of (3S,4S)-3-butyl-6-(4-nitrophenyl)-4-(trifluoromethyl)-3,4-dihydro-2H-pyran-2-one

There total 4 articles about (3S,4S)-3-butyl-6-(4-nitrophenyl)-4-(trifluoromethyl)-3,4-dihydro-2H-pyran-2-one 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: 60.0%

: 1184844-29-8
(E)-4,4,4-trifluoro-1-(4-nitrophenyl)but-2-en-1-one

: 1262801-39-7
1-oxohexan-2-yl p-nitrobenzoate

: 1453495-84-5
(3S,4S)-3-butyl-6-(4-nitrophenyl)-4-(trifluoromethyl)-3,4-dihydro-2H-pyran-2-one

Guidance literature:: With (5aR,10bS)-5a,10b-dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b]-1,2,4-triazolo[4,3-d]-1,4-oxazinium chloride; triethylamine; In tetrahydrofuran; at 20 ℃; for 1h; stereospecific reaction; Molecular sieve;
DOI:10.1021/jo401433q

Reference yield:

: 1184844-17-4
4,4,4-trifluoro-1-(4-nitrophenyl)but-2-yn-1-ol

: 1453495-84-5
(3S,4S)-3-butyl-6-(4-nitrophenyl)-4-(trifluoromethyl)-3,4-dihydro-2H-pyran-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / tetrahydrofuran / 16 h / Reflux

2: triethylamine; (5aR,10bS)-5a,10b-dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b]-1,2,4-triazolo[4,3-d]-1,4-oxazinium chloride / tetrahydrofuran / 1 h / 20 °C / Molecular sieve

With (5aR,10bS)-5a,10b-dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b]-1,2,4-triazolo[4,3-d]-1,4-oxazinium chloride; triethylamine; In tetrahydrofuran; 2: |Diels-Alder Cycloaddition;
DOI:10.1021/jo401433q

Reference yield:

: 66-25-1
hexanal

: 1453495-84-5
(3S,4S)-3-butyl-6-(4-nitrophenyl)-4-(trifluoromethyl)-3,4-dihydro-2H-pyran-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: tetra-(n-butyl)ammonium iodide; piperidine; tert.-butylhydroperoxide / decane; ethyl acetate / 5 h / 50 °C

2: triethylamine; (5aR,10bS)-5a,10b-dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b]-1,2,4-triazolo[4,3-d]-1,4-oxazinium chloride / tetrahydrofuran / 1 h / 20 °C / Molecular sieve

With piperidine; (5aR,10bS)-5a,10b-dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b]-1,2,4-triazolo[4,3-d]-1,4-oxazinium chloride; tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide; triethylamine; In tetrahydrofuran; decane; ethyl acetate; 2: |Diels-Alder Cycloaddition;
DOI:10.1021/jo401433q