Ethanone, 2-hydroxy-1-(1S,4R)-2-oxa-3-azabicyclo[2.2.1]hept-5-en-3-yl-2-phenyl-, (2R)- synthesis
- Product Name:Ethanone, 2-hydroxy-1-(1S,4R)-2-oxa-3-azabicyclo[2.2.1]hept-5-en-3-yl-2-phenyl-, (2R)-
- CAS Number:126924-22-9
- Molecular formula:C13H13NO3
- Molecular Weight:231.25
Yield:126924-22-9 118.7 g
Reaction Conditions:
with sodium periodate in methanol;water at 15 - 25;
Steps:
3
129 g of sodium periodate was dissolved in a mixed solvent of 300ml of water and 600ml of methanol, 79.4g of cyclopentadiene was added, stirred well, and a methanol solution of the compound of formula IV (100g of the compound of formula IV is dissolved in 400ml methanol) was added dropwise. After the dropwise addition, the reaction was completed at 15-25°C for 15-18 hours, the reaction was terminated, filtered, and concentrated. A mixed solvent of 50 ml of methanol and 500 ml of water was added to the concentrated mother liquor, stirred, and filtered. 100ml of dichloromethane was added to the filter cake, stirred at reflux for 1 hour, then 600ml of methyl tertiary ether solution was added dropwise, crystallized, the precipitated crystals were collected and dried to obtain the compound of formula III (118.7g, molar yield 86.1%, isomer Less than 0.50%).
References:
CN111018725,2020,A Location in patent:Paragraph 0044-0047
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