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

Base Information

Chemical Name:(3aR,4S)-2-Phenyl-4-(tetrahydro-pyran-2-yloxy)-hexahydro-pyrrolo[1,2-b]isoxazole
CAS No.:292850-54-5
Molecular Formula:C₁₇H₂₃NO₃
Molecular Weight:289.375
Hs Code.:

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

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

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

There total 6 articles about (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: 79.0%

: 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

: 292850-54-5
(3aR,4S)-2-Phenyl-4-(tetrahydro-pyran-2-yloxy)-hexahydro-pyrrolo[1,2-b]isoxazole

Guidance literature:: In toluene; at 80 ℃; for 10h;
DOI:10.1021/ol006125q

Reference yield:

: 110-87-2
3,4-dihydro-2H-pyran

: 292850-54-5
(3aR,4S)-2-Phenyl-4-(tetrahydro-pyran-2-yloxy)-hexahydro-pyrrolo[1,2-b]isoxazole

Guidance literature:: Multi-step reaction with 6 steps

1: Amberlyst 15(R) / pentane / 1.5 h / 20 °C

2: LiAlH₄ / diethyl ether / 6 h / Heating

3: TEA / CH₂Cl₂ / 0 - 20 °C

4: NH₂OH*HCl; TEA / 5 h / Heating

5: 6.46 g / HgO / CH₂Cl₂ / 0 - 20 °C

6: 79 percent / toluene / 10 h / 80 °C

With lithium aluminium tetrahydride; Amberlyst 15(R); TEA; hydroxylamine hydrochloride; mercury(II) oxide; In diethyl ether; dichloromethane; toluene; pentane; 1: Addition / 2: Reduction / 3: Substitution / 4: Substitution / 5: Oxidation / 6: Cycloaddition;
DOI:10.1021/ol006125q

Reference yield:

: (S)-3-(Tetrahydro-pyran-2-yloxy)-pyrrolidin-1-ol

: 292850-54-5
(3aR,4S)-2-Phenyl-4-(tetrahydro-pyran-2-yloxy)-hexahydro-pyrrolo[1,2-b]isoxazole

Guidance literature:: Multi-step reaction with 2 steps

1: 6.46 g / HgO / CH₂Cl₂ / 0 - 20 °C

2: 79 percent / toluene / 10 h / 80 °C

With mercury(II) oxide; In dichloromethane; toluene; 1: Oxidation / 2: Cycloaddition;
DOI:10.1021/ol006125q