Ubukata M, Osada H, Isono K
Nucleic Acids Symp Ser. 1985(16):81-3.
Synthesis of an alanylsulfamoyl nucleoside antibiotic, ascamycin was achieved by the condensation of N6-t-butyloxycarbonyl-2-chloro-9-(2',3'-O-isopropylidene-5'-O-sulfamoyl- beta-D- ribofuranosyl)adenine(3) with t-butyloxycarbonyl-L-alanylimidazole in the presence of NaH in DMF. Deprotection with 90% trifluoroacetic acid gave ascamycin in 61% overall yield. This procedure may be applicable for preparation of a number of amino acid analogs of ascamycin.
通过在DMF中NaH存在下，将N6-叔丁氧羰基-2-氯-9-(2',3'-O-异亚丙基-5'-O-氨磺酰基-β-D-呋喃核糖基)腺嘌呤(3)与叔丁氧羰基-L-丙氨酰咪唑缩合，合成了丙氨酰氨磺酰基核苷抗生素阿沙霉素。用90%三氟乙酸脱保护，以61%的总收率得到阿沙霉素。该方法可能适用于制备多种阿沙霉素的氨基酸类似物。
