Phenyl isocyanate → 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-3'-O-phenylcarbamoyl-uridine

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The THF solution (2 ml) containing 2,6-bis[(4S)-isopropyl-2-oxazoline-2-yl]pyridine (0.04 mmol, 12.2 mg) and Cu(OTf)2 (II) (0.04 mmol, 14.8 mg) was stirred for two hours at room temperature. After the reaction mixture was cooled to 0° C., the THF solution of 5′-O-[bis(4-methoxyphenyl)phenylmethyl]uridine (0.4 mmol, 218.6 mg) and the THF solution of phenyl isocyanate (0.4 mmol, 47.7 mg) were added thereto. After the mixture was continuously stirred for 19 hours at 0° C., the mixture was analyzed with high-performance liquid chromatography. As a result, it was found that 5′-O-[bis(4-methoxyphenyl)phenylmethyl]-2′-O-phenylcarbamoyl-uridine and 5′-O-[bis(4-methoxyphenyl)phenylmethyl]-3′-O-phenylcarbamoyl-uridine were produced at the ratio of 84:14, and the transformation ratio of the reaction was 76%.

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