CAS: 362-43-6; 1-((3Ar,4R,6R,6Ar)-6-(Hydroxymethyl)-2,2-Dimethyltetrahydrofuro[3,4-D][1,3]Dioxol-4-yl)Pyrimidine-2,4(1H,3H)-Dione

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5'-O-(T-Butyldimethylsilyl)-2',3'-O-Isopropylideneuridine置于水,Lithium Chloride体系中,用 N,N-二甲基甲酰胺 用作溶剂,化学反应 65.0H,以90%的收率获得2',3'邻异亚丙基尿苷
参考文献:氯离子裂解叔丁基二甲基甲硅烷基醚
标题:氯离子裂解叔丁基二甲基甲硅烷基醚
摘要:对的选择性裂解的一般方法叔丁基二醇醚的存在下叔使用h的组合已经建立-Butyldiphenylsilyl者2 O和氯化锂的dmf在90oc下的浓缩溶液.由于不使用酸,碱,还原剂或氧化剂,因此该方法似乎非常适合在存在其他敏感官能团的情况下对tbdms醚进行脱保护.
Doi:10.1016/s0040-4039(97)10479-8

专利信息

专利号:WO-9816540-A1
优先权日:1996-10-15
标 题 :Improved coupling activators for oligonucleotide synthesis
发明人：VARGEESE CHANDRA; PIEKEN WOLFGANG; CARTER JEFFREY D; YEGGE JOHN
权利人:NEXSTAR PHARMACEUTICALS INC; VARGEESE CHANDRA; PIEKEN WOLFGANG; CARTER JEFFREY D; YEGGE JOHN
摘要:A method for coupling phosphoramidite monomers with nucleophiles, for example, the 5'-hydroxyl group on the growing oligonucleotide chain, using a coupling activator that is less acidic than and at least as nucleophilic as tetrazole and that provides comparable or better coupling efficiency than tetrazole. The pKa of the coupling activator is between 5.0 and 6.0, preferably between 5.0 and 5.5, and, more preferably, between 5.1 and 5.3. Suitable coupling activators include 4,5-dicyanoimidazole (DCI), 4-alkylthioimidazole, 2-alkylthioimidazole, 2-nitroimidazole, 4-nitroimidazole, 4,5-dihaloimidazole, 4-haloimidazole, 2-haloimidazole and 5-alkoxytetrazole. DCI is the most preferred coupling activator. Alternatively, a combination of an acidic coupling activator and a suitable buffer, such as a tertiary amine, can be employed. The tertiary amine can be a tertiary amine with three alkyl groups or a heterocyclic compound containing one or more tertiary amines. Preferably the tertiary amine is less nucleophilic than DMAP, which is known to cause side reactions at the 6-position oxygen of guanosines due to its relatively high nucleophilicity. N-methylimidazole (NMI) is the preferred tertiary amine.

专利号:NL-9000156-A
优先权日:1990-01-22
标 题 :USE OF AN AMINO PROTECTIVE GROUP IN CHEMICAL SYNTHESIS.