1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 9802536, compound

Participants

Reaction Steps

To a solution of methyl (R)-(+)-2-carbamoyloxy-5-[4-[2-(2-furyl)-5-methyl-4-oxazolylmethoxy]-3-methoxyphenyl]pentanoate (2.92 g) in chloroform (100 ml) was added dropwise, at temperature ranging from -5 to 0° C., 1,8-diazabicyclo[5.4.0]-7-undecene (DBU) (1.54 g). The mixture was stirred for one hour at the same temperature range. The reaction mixture was washed with 2N HCl and water, which was then dried (MgSO4) and concentrated to yield (R)-(+)-5-[3-[4-[2-(2-furyl)-5-methyl-4-oxazolylmethoxy]-3-methoxyphenyl]propyl]-2,4-oxazolidinedione (2.46 g, 91%), which was recrystallized from acetone-isopropyl ether to give colorless needles, m.p.122-123° C. [α]D +39.4° (c=0. 495, CHCl3)

Provenance & Evidence