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

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The THF solution (1.5 ml) containing 2,6-bis[(4S)-isopropyl-2-oxazoline-2-yl]pyridine (0.03 mmol, 9.1 mg) and copper chloride (II) (0.03 mmol, 4.1 mg) was stirred for one day at room temperature. After the reaction mixture was cooled to −30° C., the THF solution (1.5 ml) of 5′-O-[bis(4-methoxyphenyl)phenylmethyl]uridine (0.3 mmol, 164.3 mg) and the THF solution (1.5 ml) of phenyl isocyanate (0.3 mmol, 35.8 mg) were added thereto. After the mixture was continuously stirred for two hours at −30° 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 97:3, and the transformation ratio of the reaction was not less than 99%.

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