(2S,3aS,4S,5S)-5-(benzoyloxy)-2-(2-hydroxyethyl)hexahydropyrrolo[1,2-b]isoxazol-4-yl benzoate

Base Information

Chemical Name:(2S,3aS,4S,5S)-5-(benzoyloxy)-2-(2-hydroxyethyl)hexahydropyrrolo[1,2-b]isoxazol-4-yl benzoate
CAS No.:1192356-84-5
Molecular Formula:C₂₂H₂₃NO₆
Molecular Weight:397.428
Hs Code.:

Synonyms:(2S,3aS,4S,5S)-5-(benzoyloxy)-2-(2-hydroxyethyl)hexahydropyrrolo[1,2-b]isoxazol-4-yl benzoate

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Chemical Property of (2S,3aS,4S,5S)-5-(benzoyloxy)-2-(2-hydroxyethyl)hexahydropyrrolo[1,2-b]isoxazol-4-yl benzoate

Chemical Property:

Purity/Quality:

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Technology Process of (2S,3aS,4S,5S)-5-(benzoyloxy)-2-(2-hydroxyethyl)hexahydropyrrolo[1,2-b]isoxazol-4-yl benzoate

There total 3 articles about (2S,3aS,4S,5S)-5-(benzoyloxy)-2-(2-hydroxyethyl)hexahydropyrrolo[1,2-b]isoxazol-4-yl benzoate 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:

: 627-27-0
homoalylic alcohol

: 1192356-83-4
(3S,4S)-4-(benzoyloxy)-1-oxido-3,4-dihydro-2H-pyrrol-3-yl benzoate

: 1192356-84-5
(2S,3aS,4S,5S)-5-(benzoyloxy)-2-(2-hydroxyethyl)hexahydropyrrolo[1,2-b]isoxazol-4-yl benzoate

: 1350293-83-2
(2R,3aR,4S,5S)-5-(benzoyloxy)-2-(2-hydroxyethyl)hexahydropyrrolo[1,2-b]isoxazol-4-yl benzoate

Guidance literature:: In toluene; at 100 ℃; for 1.5h;
DOI:10.1016/j.tet.2011.10.008

Reference yield:

: 627-27-0
homoalylic alcohol

: 1192356-83-4
(3S,4S)-4-(benzoyloxy)-1-oxido-3,4-dihydro-2H-pyrrol-3-yl benzoate

: 1192356-84-5
(2S,3aS,4S,5S)-5-(benzoyloxy)-2-(2-hydroxyethyl)hexahydropyrrolo[1,2-b]isoxazol-4-yl benzoate

: 1192356-85-6
(2S,3aR,4S,5S)-5-(benzoyloxy)-2-(2-hydroxyethyl)hexahydropyrrolo[1,2-b]isoxazol-4-yl benzoate

Guidance literature:: In toluene; at 100 ℃; for 1.25h; optical yield given as %de; sealed vial;
DOI:10.1002/adsc.200800806

Reference yield:

: 138228-46-3
(3S,4S)-4-(benzoyloxy)pyrrolidin-3-yl benzoate

: 1192356-84-5
(2S,3aS,4S,5S)-5-(benzoyloxy)-2-(2-hydroxyethyl)hexahydropyrrolo[1,2-b]isoxazol-4-yl benzoate

: 1350293-83-2
(2R,3aR,4S,5S)-5-(benzoyloxy)-2-(2-hydroxyethyl)hexahydropyrrolo[1,2-b]isoxazol-4-yl benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: potassium peroxymonosulfate; edetate disodium; sodium hydrogencarbonate / tetrahydrofuran; acetonitrile / 5.58 h / Cooling with ice

2: toluene / 1.5 h / 100 °C

With potassium peroxymonosulfate; edetate disodium; sodium hydrogencarbonate; In tetrahydrofuran; toluene; acetonitrile;
DOI:10.1016/j.tet.2011.10.008