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【结 构 式】 
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【分子编号】22792 【品名】5-O-(3,4-Dibenzyloxybenzyl)-3-O-[2-cyanoethoxy(diisopropylamino)phosphinyl]thymidine; 5-O-(3,4-Dibenzyloxybenzyl)-3-O-[2-cyanoethoxy(diisopropylamino)phosphinyl]thymidine 【CA登记号】 |
【 分 子 式 】C40H49N4O8P 【 分 子 量 】744.824982 【元素组成】C 64.5% H 6.63% N 7.52% O 17.18% P 4.16% |
合成路线1
该中间体在本合成路线中的序号：(III)5'-O-(3,4-dibenzyloxybenzyl)thymidine (I) was converted to the corresponding phosphoramidite (III) upon treatment with 2-cyanoethyl-N,N-diisopropylchlorophosphoramidite (II) in the presence of diisopropylethylamine. This was applied to an automatic DNA synthesizer and coupled to the polymer support-linked pentadeoxyribonucleotide sequence GGGAG (IV). The resulting oligonucleotide was liberated from the solid support using aqueous ammonia, and then purified by reverse phase-HPLC in the presence of a triethylammonium acetate buffer to furnish the title compound as the triethylammonium salt.
| 【1】 Furukawa, H.; Momota, K.; Hotoda, H.; Koizumi, M.; Kaneko, M. (Sankyo Co., Ltd.); Modified oligodeoxyribonucleotides, their preparat. EP 0611075; JP 1995053587; JP 1995087982; US 5674856; US 5807837 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 22790 | 1-[(2R,4S,5R)-5-([[3,4-bis(benzyloxy)benzyl]oxy]methyl)-4-hydroxytetrahydro-2-furanyl]-5-methyl-2,4(1H,3H)-pyrimidinedione | C31H32N2O7 | 详情 | 详情 | |
| (II) | 22791 | 2-Cyanoethyl N,N-diisopropylphosphoramidochloridite | 89992-70-1 | C9H18ClN2OP | 详情 | 详情 |
| (III) | 22792 | 5-O-(3,4-Dibenzyloxybenzyl)-3-O-[2-cyanoethoxy(diisopropylamino)phosphinyl]thymidine; 5-O-(3,4-Dibenzyloxybenzyl)-3-O-[2-cyanoethoxy(diisopropylamino)phosphinyl]thymidine | C40H49N4O8P | 详情 | 详情 |