cis-Hexahydro-3-methylene-furo[2,3-b]furan synthesis
- Product Name:cis-Hexahydro-3-methylene-furo[2,3-b]furan
- CAS Number:109789-17-5
- Molecular formula:C7H10O2
- Molecular Weight:126.15
445389-46-8
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109789-17-5
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$90.00/10mg
Yield:109789-17-5 78%
Reaction Conditions:
with tri-n-butyl-tin hydride;2,2'-azobis(isobutyronitrile) in toluene at 104 - 108; for 4 h;
Steps:
2.b
(b) rac-(3aS,6aR)-3-Methylidenehexahydrofuro[2,3-b]furan. AIBN(121 mg, 0.735 mmol) and tributyltin hydride (27 g, 93 mmol) were dissolved in toluene (2OmL) and heated to 104 °C. A solution of 3-Bromo-2-(2-propyn-1- yloxy)tetrahydrofuran (15.07 g, 73.5 mmol) in toluene (20 ml.) was added slowly and the reaction was heated at 108 °C for 4 hours. The mixture was concentrated under reduced pressure, diluted with acetonitrile and concentrated again, and the oil was purified by silica-gel chromatography to give a clear oil (7.23 g, 78%). 1H NMR (400 MHz, CHLOROFORM-d) δ 1.91 (m, 1 H), 2.17 (m, 1 H), 3.27 (m, 1 H), 3.69 - 4.01 (m, 2 H), 4.31 - 4.62 (m, 2H), 5.04 (m, 2 H), 5.79 (m , 1 H).
References:
WO2011/17395,2011,A1 Location in patent:Page/Page column 48
109789-15-3
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109789-17-5
12 suppliers
$90.00/10mg