(2R,3aR,4S)-2-Phenyl-4-(tetrahydro-pyran-2-yloxy)-hexahydro-pyrrolo[1,2-b]isoxazole

Base Information

Chemical Name:(2R,3aR,4S)-2-Phenyl-4-(tetrahydro-pyran-2-yloxy)-hexahydro-pyrrolo[1,2-b]isoxazole
CAS No.:338746-35-3
Molecular Formula:C₁₇H₂₃NO₃
Molecular Weight:289.375
Hs Code.:

Synonyms:(2R,3aR,4S)-2-Phenyl-4-(tetrahydro-pyran-2-yloxy)-hexahydro-pyrrolo[1,2-b]isoxazole

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Chemical Property of (2R,3aR,4S)-2-Phenyl-4-(tetrahydro-pyran-2-yloxy)-hexahydro-pyrrolo[1,2-b]isoxazole

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Technology Process of (2R,3aR,4S)-2-Phenyl-4-(tetrahydro-pyran-2-yloxy)-hexahydro-pyrrolo[1,2-b]isoxazole

There total 1 articles about (2R,3aR,4S)-2-Phenyl-4-(tetrahydro-pyran-2-yloxy)-hexahydro-pyrrolo[1,2-b]isoxazole 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: 72.0%

: 100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6
styrene

: 292850-53-4,335232-71-8
(3S)-3-[(tetrahydro-2H-pyran-2-yl)oxy]pyrroline 1-oxide

: 338746-35-3
(2R,3aR,4S)-2-Phenyl-4-(tetrahydro-pyran-2-yloxy)-hexahydro-pyrrolo[1,2-b]isoxazole

: (2S,3aR,4S)-2-Phenyl-4-(tetrahydro-pyran-2-yloxy)-hexahydro-pyrrolo[1,2-b]isoxazole

Guidance literature:: In toluene; at 80 ℃; for 11h;
DOI:10.1021/ol015747o

Reference yield: 89.0%

: 338746-35-3
(2R,3aR,4S)-2-Phenyl-4-(tetrahydro-pyran-2-yloxy)-hexahydro-pyrrolo[1,2-b]isoxazole

: 338746-37-5
(2R,3aR,4S)-4-hydroxy-2-phenyl-2,3,3a,4,5,6-hexahydropyrrolo[1,2-b]isoxazole

Guidance literature:: With pyridinium p-toluenesulfonate; In ethanol; for 3h; Heating;
DOI:10.1021/ol015747o

Reference yield:

: 338746-35-3
(2R,3aR,4S)-2-Phenyl-4-(tetrahydro-pyran-2-yloxy)-hexahydro-pyrrolo[1,2-b]isoxazole

: (2R,3aR,4R)-3-carbomethoxy-prop-2-enoic acid 2-phenyl-2,3,3a,4,5,6-hexahydro-pyrrolo[1,2-b]isoxazole-4-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / PPTS / ethanol / 3 h / Heating

2: 69 percent / PPh₃; DEAD / tetrahydrofuran / 48 h / 0 - 20 °C

With pyridinium p-toluenesulfonate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; 2: Mitsunobu reaction;
DOI:10.1021/ol015747o