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【结 构 式】 
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【分子编号】59038 【品名】16-cyano-13-(diisopropylamino)-5-({4-[({2-{[(E)-(dimethylamino)methylidene]amino}-4-[(4-nitrophenethyl)oxy]-6-pteridinyl}methyl)amino]benzoyl}amino)-4,8-dioxo-12,14-dioxa-3,9-diaza-13-phosphahexadec-1-yl acetate 【CA登记号】 |
【 分 子 式 】C45H60N13O10P 【 分 子 量 】974.026782 【元素组成】C 55.49% H 6.21% N 18.69% O 16.43% P 3.18% |
合成路线1
该中间体在本合成路线中的序号：(IX)Partial hydrolysis of diacetate (VII) by means of ethanolamine, followed by reprotection with DMF-DEA, affords the desired mono-hydrolyzed compound (VIII), along with other by-products that are separated by column chromatography. Phosphitylation of alcohol (VIII) with cyanoethyl N,N-diisopropylphosphonamidic chloride furnishes the activated phosphoramidite (IX).
| 【1】 Frank, A.; Karn, H.; Spanig, H. (Abbott GmbH & Co. KG); Production of 1-hydroxyalkyl-5-nitroimidazoles. DE 2359625; FR 2253019; GB 1481349 . |
| 【2】 Frank, A.; Dockner, T.; Karn, H. (Abbott GmbH & Co. KG); Process for the preparation of 1-(2-hydroxyethyl)-2-methyl-5-nitroimidazole of high purity. EP 0150407 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (VII) | 59036 | 2-{[5-{[2-(acetyloxy)ethyl]amino}-2-({4-[({2-{[(E)-(dimethylamino)methylidene]amino}-4-[(4-nitrophenethyl)oxy]-6-pteridinyl}methyl)amino]benzoyl}amino)-5-oxopentanoyl]amino}ethyl acetate | C38H45N11O10 | 详情 | 详情 | |
| (VIII) | 59037 | 2-({2-({4-[({2-{[(E)-(dimethylamino)methylidene]amino}-4-[(4-nitrophenethyl)oxy]-6-pteridinyl}methyl)amino]benzoyl}amino)-5-[(2-hydroxyethyl)amino]-5-oxopentanoyl}amino)ethyl acetate | C36H43N11O9 | 详情 | 详情 | |
| (IX) | 59038 | 16-cyano-13-(diisopropylamino)-5-({4-[({2-{[(E)-(dimethylamino)methylidene]amino}-4-[(4-nitrophenethyl)oxy]-6-pteridinyl}methyl)amino]benzoyl}amino)-4,8-dioxo-12,14-dioxa-3,9-diaza-13-phosphahexadec-1-yl acetate | C45H60N13O10P | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(IX)Coupling of the deca-nucleotide of 5-fluoro-2'-deoxyuridine-5'-O-monophosphate (FdUMP[10]), attached to a solid support, with phosphoramidite (IX) produces the support-bound phosphite adduct (X). After oxidation of (X) to the corresponding phosphate with I2 in aqueous THF, the product is cleaved from the solid support with ammonium hydroxide to furnish (XI).
| 【1】 Frank, A.; Karn, H.; Spanig, H. (Abbott GmbH & Co. KG); Production of 1-hydroxyalkyl-5-nitroimidazoles. DE 2359625; FR 2253019; GB 1481349 . |
| 【2】 Frank, A.; Dockner, T.; Karn, H. (Abbott GmbH & Co. KG); Process for the preparation of 1-(2-hydroxyethyl)-2-methyl-5-nitroimidazole of high purity. EP 0150407 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (IX) | 59038 | 16-cyano-13-(diisopropylamino)-5-({4-[({2-{[(E)-(dimethylamino)methylidene]amino}-4-[(4-nitrophenethyl)oxy]-6-pteridinyl}methyl)amino]benzoyl}amino)-4,8-dioxo-12,14-dioxa-3,9-diaza-13-phosphahexadec-1-yl acetate | C45H60N13O10P | 详情 | 详情 | |
| (X) | 59039 | C129H146F10N32O78P10 | 详情 | 详情 | ||
| (XI) | 59040 | C126H143F10N31O79P10 | 详情 | 详情 |