(1aS,1bR,5aS,6aS)-Hexahydro-3-(4-Methoxyphenyl)-oxireno[4,5]cyclopenta[1,2-d][1,3]dioxin synthesis
- Product Name:(1aS,1bR,5aS,6aS)-Hexahydro-3-(4-Methoxyphenyl)-oxireno[4,5]cyclopenta[1,2-d][1,3]dioxin
- CAS Number:905580-85-0
- Molecular formula:C14H16O4
- Molecular Weight:248.27
![(1R,2R,3S,5S)-2-Hydroxy-6-oxabicyclo[3.1.0]hexane-3-Methanol](/CAS/GIF/905580-84-9.gif)
905580-84-9
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905580-85-0
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Yield:905580-85-0 78%
Reaction Conditions:
with pyridinium p-toluenesulfonate in dichloromethane at 0 - 20;
Steps:
76.b
Step b: (laS4bR,5aS,6aS)-3-(4-Methoxyphenyl)hexahydrooxirenof4,51cyclopentari,2- zf|fl,3ldioxine; [0577] To a solution of (lR,2R,3S,5S)-3-(hydroxymethyl)-6-oxabicyclo[3.1.0]hexan-2- ol (3.65 g, 21.0 mol) in DCM (121 mL) at 0 0C was added l-(dimethoxymethyl)-4- methoxybenzene (10.7 mL, 63.1 mmol) followed by pyridinium p-toluenesulfonate (530. mg, 2.11 mmol). The mixture was stirred at room temperature overnight. The reaction mixture was concentrated and the residue was purified by flash chromatography (0 to 50% EtOAc/hexanes) to afford the title compound (4.10 g, 78%).[0578] LCMS: R.t 1.68 min ES+ 249 (ammonium acetate).
References:
WO2006/84281,2006,A1 Location in patent:Page/Page column 137
151765-20-7
13 suppliers
$165.00/25mg
905580-85-0
15 suppliers
$165.00/25mg