2-[(3aR,4R,5S,7aS)-5-{(1S)-1-[3,5-bis(trifluoromethyl)phenyl]-2-hydroxyethoxy}-4-(2-methylphenyl)octahydro-2H-isoindol-2-yl]-1,3-oxazol-4(5H)-one

Base Information

Chemical Name:2-[(3aR,4R,5S,7aS)-5-{(1S)-1-[3,5-bis(trifluoromethyl)phenyl]-2-hydroxyethoxy}-4-(2-methylphenyl)octahydro-2H-isoindol-2-yl]-1,3-oxazol-4(5H)-one
CAS No.:1070763-58-4
Molecular Formula:C₂₈H₂₈F₆N₂O₄
Molecular Weight:570.532
Hs Code.:

Synonyms:2-[(3aR,4R,5S,7aS)-5-{(1S)-1-[3,5-bis(trifluoromethyl)phenyl]-2-hydroxyethoxy}-4-(2-methylphenyl)octahydro-2H-isoindol-2-yl]-1,3-oxazol-4(5H)-one

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Chemical Property of 2-[(3aR,4R,5S,7aS)-5-{(1S)-1-[3,5-bis(trifluoromethyl)phenyl]-2-hydroxyethoxy}-4-(2-methylphenyl)octahydro-2H-isoindol-2-yl]-1,3-oxazol-4(5H)-one

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Technology Process of 2-[(3aR,4R,5S,7aS)-5-{(1S)-1-[3,5-bis(trifluoromethyl)phenyl]-2-hydroxyethoxy}-4-(2-methylphenyl)octahydro-2H-isoindol-2-yl]-1,3-oxazol-4(5H)-one

There total 17 articles about 2-[(3aR,4R,5S,7aS)-5-{(1S)-1-[3,5-bis(trifluoromethyl)phenyl]-2-hydroxyethoxy}-4-(2-methylphenyl)octahydro-2H-isoindol-2-yl]-1,3-oxazol-4(5H)-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: 55.0%

: 1070764-29-2
(2S)-2-[3,5-bis(trifluoromethyl)phenyl]-2-{[(3aR,4R,5S,7aS)-4-(2-methylphenyl)-2-(4-oxo-4,5-dihydro-1,3-oxazol-2-yl)-octahydro-1H-isoindol-5-yl]oxy}ethyl benzoate

: 1070763-58-4
2-[(3aR,4R,5S,7aS)-5-{(1S)-1-[3,5-bis(trifluoromethyl)phenyl]-2-hydroxyethoxy}-4-(2-methylphenyl)octahydro-2H-isoindol-2-yl]-1,3-oxazol-4(5H)-one

Guidance literature:: With methanol; sodium hydroxide; at 20 ℃; for 1h;
DOI:10.1021/jm400751p

Reference yield:

: 1070764-23-6
tert-butyl (3aR,4R,5S,7aS)-5-{(1S)-2-(benzoyloxy)-1-[3,5-bis-(trifluoromethyl)phenyl]ethoxy}-4-(2-methylphenyl)-octahydro-2H-isoindole-2-carboxylate

: 1070763-58-4
2-[(3aR,4R,5S,7aS)-5-{(1S)-1-[3,5-bis(trifluoromethyl)phenyl]-2-hydroxyethoxy}-4-(2-methylphenyl)octahydro-2H-isoindol-2-yl]-1,3-oxazol-4(5H)-one

Guidance literature:: Multi-step reaction with 4 steps

1: hydrogenchloride / tetrahydrofuran; 1,4-dioxane / 1 h / 0 - 20 °C

2: dichloromethane / 1 h / 0 - 20 °C

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 2.5 h / 50 °C

4: sodium hydroxide; methanol / 1 h / 20 °C

With hydrogenchloride; methanol; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane;
DOI:10.1021/jm400751p

Reference yield:

: 1070764-21-4
tert-butyl (3aR,4R,5S,7aS)-5-{1-[3,5-bis(trifluoromethyl)phenyl]-2-ethoxy-2-oxoethoxy}-4-(2-methylphenyl)-octahydro-2H-isoindole-2-carboxylate

: 1070763-58-4
2-[(3aR,4R,5S,7aS)-5-{(1S)-1-[3,5-bis(trifluoromethyl)phenyl]-2-hydroxyethoxy}-4-(2-methylphenyl)octahydro-2H-isoindol-2-yl]-1,3-oxazol-4(5H)-one

Guidance literature:: Multi-step reaction with 6 steps

1: lithium borohydride / tetrahydrofuran / 3 h / 0 - 75 °C / Inert atmosphere

2: pyridine / 16 h / 50 °C

3: hydrogenchloride / tetrahydrofuran; 1,4-dioxane / 1 h / 0 - 20 °C

4: dichloromethane / 1 h / 0 - 20 °C

5: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 2.5 h / 50 °C

6: sodium hydroxide; methanol / 1 h / 20 °C

With pyridine; hydrogenchloride; methanol; lithium borohydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane;
DOI:10.1021/jm400751p