【药物名称】
化学结构式(Chemical Structure):
参考文献No.563962
标题:Design, synthesis and biological activity of 7-O-(4-O-acetyl-3-iodo-2,3,6-trideoxy-alpha-L-arabino-hexopyranosyl)daunomycinone and 7-O-(3-chloro-2,3,6-trideoxy-4-O-propanoyl-alpha-L-lyxo-hexopyranosyl)daunomycinone
作者:Aligiannis, N.; Pouli, N.; Marakos, P.; Mitaku, S.; Skaltsounis, A.L.; Leonce, S.; Pierre, A.; Atassi, G.
来源:Chem Pharm Bull 2000,48(1),150
合成路线图解说明:

Reduction of ketone (I) with NaBH4 in MeOH at low temperature yielded alcohol (II) as the major product. This was treated with trifluoromethanesulfonic anhydride to provide triflate (III), which was displaced with NaI to form iodide (IV). Acetolysis of the methyl pyranoside (IV) produced the 1-alpha-O-acetyl derivative (V) along with minor amounts of the beta-anomer. The reaction of (V) with dry HCl in benzene gave the corresponding glycosyl chloride, which was subsequently coupled with daunorubicinone (VI) using HgO and HgBr2 to provide the title compound as the major anomer.

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