(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 CH2Cl2. In addition, polymer-bound MDPM-Cl 23 is useful for immobilization of uridine derivatives. (C) 2012 Elsevier Ltd. All rights reserved.
(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
苯基甲氧基甲基氯化物(MDPM-Cl)]显示出显著的相对稳定性,并且在
DBU的存在下与
尿苷的尿酰胺氮反应,以95%的收率形成相应的保护
尿苷8。MDPM保护的
尿苷对用于合成卡泊姆霉素和莫拉霉素类似物的各种条件均具有稳定性。重要的是,MDPM保护基团可以通过使用
CH2Cl2中的30% TFA方便地脱保护。此外,聚meric结合的MDPM-Cl 23可用于
尿苷衍
生物的固定化。(C) 2012 Elsevier Ltd. 保留所有权利。