【结 构 式】 |
【分子编号】24469 【品名】1-[4-azido-5-[(trityloxy)methyl]tetrahydro-2-furanyl]-5-methyl-2,4(1H,3H)-pyrimidinedione 【CA登记号】 |
【 分 子 式 】C29H27N5O4 【 分 子 量 】509.56468 【元素组成】C 68.36% H 5.34% N 13.74% O 12.56% |
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:(V)1) The mesylation of 5'-O-tritylthymidine with mesyl chloride gives the corresponding 3'-O-mesyl derivative (II), which is cyclized by means of potassium phthalimide (III) in hot DMF water, yielding 5'-O-trityl-2,3'-anhydrothymidine (IV). The reaction of (IV) with sodium azide in refluxing DMF - water affords 5'-O-trityl-3'-azido-3'-deoxy thymidine (V), which is finally deprotected with 80% aqueous acetic acid at 100 C.
【1】 Glinski, R.P.; et al.; Nucleotide synthesis. IV. Phosphorylated 3'-amino-3'-deoxythymidine and 5'-amino-5'-deoxythymidine and derivatives. J Org Chem 1973, 38, 25, 4299. |
【2】 Castaner, J.; Prous, J.; BW-A 509 U. Drugs Fut 1986, 11, 12, 1017. |
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) | 12166 | 1-[(2R,4S,5R)-4-Hydroxy-5-[(trityloxy)methyl]tetrahydro-2-furanyl]-5-methyl-2,4(1H,3H)-pyrimidinedione | C29H28N2O5 | 详情 | 详情 | |
(II) | 12196 | (2R,3S,5R)-5-[5-methyl-2,4-dioxo-3,4-dihydro-1(2H)-pyrimidinyl]-2-[(trityloxy)methyl]tetrahydro-3-furanyl methanesulfonate | C30H30N2O7S | 详情 | 详情 | |
(III) | 10926 | (1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)potassium | C8H4KNO2 | 详情 | 详情 | |
(IV) | 12168 | (1R,9R,10R)-4-Methyl-10-[(trityloxy)methyl]-8,11-dioxa-2,6-diazatricyclo[7.2.1.0(2,7)]dodeca-3,6-dien-5-one | C29H26N2O4 | 详情 | 详情 | |
(V) | 24469 | 1-[4-azido-5-[(trityloxy)methyl]tetrahydro-2-furanyl]-5-methyl-2,4(1H,3H)-pyrimidinedione | C29H27N5O4 | 详情 | 详情 |
Extended Information