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【结 构 式】 
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【分子编号】37191 【品名】(2R,3S,5R)-5-[5-(methoxymethyl)-2,4-dioxo-3,4-dihydro-1(2H)-pyrimidinyl]-2-[[(4-methylbenzoyl)oxy]methyl]tetrahydro-3-furanyl 4-methylbenzoate 【CA登记号】 |
【 分 子 式 】C27H28N2O8 【 分 子 量 】508.528 【元素组成】C 63.77% H 5.55% N 5.51% O 25.17% |
与该中间体有关的原料药合成路线共 1 条
合成路线1
该中间体在本合成路线中的序号：(IVa)Treatment of 5-methoxymethyluracil (I) with trimethylchlorosilane in the presence of triethylamine gives bis(trimethylsilyl)-5-methoxymethyluracil (II). Condensation of compound (II) with 3,5-di(0-p-toluoyl)-2-deoxy-D-ribofuranosyl chloride (III) yields an anomeric mixture of blocked nucleosides. The beta-anomer (IVa) is the major product and is purified by crystallization. After deblocking with hot sodium methoxide in methanol, 1-(2-deoxy-beta-D-ribofuranosyl)-5-methoxymethyluracil is obtained.
| 【1】 Gupta, V.S.; Bubbar, G.L.; Synthesis of 5-substituted ether derivatives of 5-hydroxymethyl deoxyuridine and their 'alpha-anomers'. Can J Chem 1970, 48, 20, 3147. |
| 【2】 Gupta, V.S.; Methoxymethyl-2'-deoxyuridine. Drugs Fut 1981, 6, 1, 32. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (IVa) | 37191 | (2R,3S,5R)-5-[5-(methoxymethyl)-2,4-dioxo-3,4-dihydro-1(2H)-pyrimidinyl]-2-[[(4-methylbenzoyl)oxy]methyl]tetrahydro-3-furanyl 4-methylbenzoate | C27H28N2O8 | 详情 | 详情 | |
| (IVb) | 37192 | (2R,3S,5S)-5-[2,4-dioxo-5-[[(trimethylsilyl)oxy]methyl]-3,4-dihydro-1(2H)-pyrimidinyl]-2-(hydroxymethyl)tetrahydro-3-furanyl 4-methylbenzoate | C21H28N2O7Si | 详情 | 详情 | |
| (I) | 37189 | 5-(methoxymethyl)-2,4(1H,3H)-pyrimidinedione | C6H8N2O3 | 详情 | 详情 | |
| (II) | 37190 | 5-(methoxymethyl)-2,4-bis[(trimethylsilyl)oxy]pyrimidine; [2,4-bis[(trimethylsilyl)oxy]-5-pyrimidinyl]methyl methyl ether | C12H24N2O3Si2 | 详情 | 详情 | |
| (III) | 37194 | (2R,3S)-5-Chloro-2-[[(4-methylbenzoyl)oxy]methyl]tetrahydro-3-furanyl 4-methylbenzoate | 4330-21-6 | C21H21ClO5 | 详情 | 详情 |
Extended Information