Synthesis of 9-(2-Hydroxyethoxymethyl)guanine (Acyclovir) from Guanosine

Hiroshi Shiragami Central Research Laboratories, Ajinomoto Co., Inc, 1-1 Suzuki-cho, Kawasaki-ku, Kawasaki, 210, Japan

Yoshihito Koguchi Central Research Laboratories, Ajinomoto Co., Inc, 1-1 Suzuki-cho, Kawasaki-ku, Kawasaki, 210, Japan

Yasuhiro Tanaka Central Research Laboratories, Ajinomoto Co., Inc, 1-1 Suzuki-cho, Kawasaki-ku, Kawasaki, 210, Japan

Satoshi Takamatsu Central Research Laboratories, Ajinomoto Co., Inc, 1-1 Suzuki-cho, Kawasaki-ku, Kawasaki, 210, Japan

Yumiko Uchida Central Research Laboratories, Ajinomoto Co., Inc, 1-1 Suzuki-cho, Kawasaki-ku, Kawasaki, 210, Japan

Takashi Ineyama Central Research Laboratories, Ajinomoto Co., Inc, 1-1 Suzuki-cho, Kawasaki-ku, Kawasaki, 210, Japan

Kunisuke Izawa Central Research Laboratories, Ajinomoto Co., Inc, 1-1 Suzuki-cho, Kawasaki-ku, Kawasaki, 210, Japan

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Abstract

A convenient synthesis of 9-(2-hydroxyethoxymethyl)guanine (acyclovir) from guanosine by chemical transpurination was developed. The isomerization of the 7-isomer to the desired 9-isomer and the purification of the 9-isomer was achieved simply by concentration, heating and further crystallization.

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Synthesis of 9-(2-Hydroxyethoxymethyl)guanine (Acyclovir) from Guanosine

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Synthesis of 9-(2-Hydroxyethoxymethyl)guanine (Acyclovir) from Guanosine

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