p-Nitrobenzyl-6-(1-hydroxyethyl)-1-azabicyclo(3.2.0)heptane-3,7-dione-2-carboxylate synthesis
- Product Name:p-Nitrobenzyl-6-(1-hydroxyethyl)-1-azabicyclo(3.2.0)heptane-3,7-dione-2-carboxylate
- CAS Number:74288-40-7
- Molecular formula:C16H16N2O7
- Molecular Weight:348.31
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Yield:-
Reaction Conditions:
rhodium (II) octanoate dimer in dichloromethane; for 4 - 5 h;Heating / reflux;
Steps:
3
(3S, 4R)-3- [ (LR)-HYDROXYETHYL]-4- [3- (4-NITROBENZYLOXY) CARBONYL-2-OXO-3- diazopropyl] azetidin-2-one (250 g) and rhodium octanoate dimmer (1.0 g) were added to dichloromethane (2.5 L) and heated to reflux for 4 to 5 hours. The reaction was monitored by HPLC until unreacted azetidinone was not more than 2.0%. To the clear dichloromethane solution, cyclohexane was added to precipitate the product at 20 °C to 30 °C. The product was filtered, washed with cyclohexane and dried. Yield: 188g
References:
WO2005/21560,2005,A1 Location in patent:Page/Page column 13
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