A Facile Synthesis of Prumycin |
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Authors: | Jun Iwabuchi Takashi Kurokawa Zejian Gou Akira Hasegawa |
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Institution: | 1. Nippon Kayaku Co., Ltd., Age Research Laboratory , Koshikiya Horigome 225-1, Ageo, 362, Japan;2. Department of Agricultural Chemistry , Gifu University , Gifu, 501-11, Japan |
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Abstract: | Abstract Benzyl 2,3-anhydro-4-azido-4-deoxy-α-L-ribopyranoside (7), an intermediate for the synthesis of Prumycin was synthesized in 72% yield in seven steps from D-arabinose. Ammonolysis of 7 followed by N-protection with the benzyloxycarbonyl group gave benzyl 4-azido-2-(benzyloxycarbonyl)amino-2,4-dideoxy-α-L-arabinopyranoside (8), which was easily converted to Prumycin. |
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