Wang Yong, Kurosu Michio
Pharmaceutical Sciences, College of Pharmacy, University of Tennessee Health Science Center, 881 Madison, Memphis, TN 38163, USA.
Tetrahedron. 2012 Jun 17;68(24):4797-4804. doi: 10.1016/j.tet.2012.03.121. Epub 2012 Apr 9.
(2,6-Dichloro-4-methoxyphenyl) (2,4,6-trichlorophenyl) methoxymethyl chloride [1, monomethoxydiphenylmethoxylmethyl chloroide (MDPM-Cl)] shows a significant relative stability and 1 reacts with uridine ureido nitrogen in the presence of DBU to form the corresponding protected uridine 8 in 95% yield. The MDPM-protected uridines are stable to a wide variety of conditions utilized for the synthesis of analogs of capuramycin and muraymycins. Significantly, the MDPM protecting group can conveniently be deprotected by using 30% TFA in CH(2)Cl(2). In addition, polymer-bound MDPM-Cl 23 is useful for immobilization of uridine derivatives.
（2,6-二氯-4-甲氧基苯基）（2,4,6-三氯苯基）甲氧基甲基氯[1，单甲氧基二苯基甲氧基甲基氯（MDPM-Cl）]具有显著的相对稳定性，并且1在DBU存在下与尿苷脲基氮反应，以95%的产率形成相应的受保护尿苷8。MDPM保护的尿苷对用于合成卡普霉素和村霉素类似物的多种条件稳定。值得注意的是，MDPM保护基可以方便地通过在CH(2)Cl(2)中使用30%的TFA进行脱保护。此外，聚合物负载的MDPM-Cl 23可用于固定尿苷衍生物。
