【结 构 式】 |
【分子编号】29165 【品名】2-amino-9-([2-(benzyloxy)-1-[(benzyloxy)methyl]ethoxy]methyl)-1,9-dihydro-6H-purin-6-one 【CA登记号】 |
【 分 子 式 】C23H25N5O4 【 分 子 量 】435.4828 【元素组成】C 63.44% H 5.79% N 16.08% O 14.7% |
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:(XI)The condensation of 6-chloroguanine (IX) with (V) by means of ammonium sulfate in refluxing HMDS gives 9-[[1,3-bis(benzyloxy)-2-propoxy]methyl]-6-chloroguanine (XI), which is treated with sodium methoxide and mercaptoethanol in refluxing methanol to yield 9-[[1,3-bisbenzyloxy)-2-propoxy]methyl]guanine (XI), which is finally deprotected by a treatment with palladium hydroxide in refluxing cyclohexane.
【1】 Kennell, W.L.; Ogilvie, K.K.; Cheriyan, U.O.; Smith, K.O.; Radatus, B.K.; Galloway, K.S.; Biologically active acylnucleoside analogs. II. The synthesis of 9-[(2-hydroxy-1-(hydroxymethyl)ethoxy)methyl]guanine (BIOLF-62). Can J Chem 1982, 60, 24, 3005. |
【2】 Galloway, K.S.; Radatus, B.K.; Kennell, W.L.; Smith, K.O.; Ogilvie, K.K.; A new nucleoside analog, 9-[(2-hydroxy-1-(hydroxymethyl)ethoxy)methyl]guanine, highly active in vitro aganist herpes simplex virus types 1 and 2. Antimicrob Agents Chemother 1982, 22, 1, 55-61. |
【3】 Pento, J.T.; Serradell, M.N.; Castaner, J.; BIOLF-62. Drugs Fut 1985, 10, 5, 365. |
中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
---|---|---|---|---|---|---|
(V) | 29160 | [2-(benzyloxy)-1-[(benzyloxy)methyl]ethoxy]methyl acetate | C20H24O5 | 详情 | 详情 | |
(IX) | 10913 | 6-Chloro-6,9-dihydro-1H-purin-2-ylamine; 6-Chloro-6,9-dihydro-1H-purin-2-amine | C5H6ClN5 | 详情 | 详情 | |
(X) | 29164 | 9-([2-(benzyloxy)-1-[(benzyloxy)methyl]ethoxy]methyl)-6-chloro-9H-purin-2-ylamine | C23H24ClN5O3 | 详情 | 详情 | |
(XI) | 29165 | 2-amino-9-([2-(benzyloxy)-1-[(benzyloxy)methyl]ethoxy]methyl)-1,9-dihydro-6H-purin-6-one | C23H25N5O4 | 详情 | 详情 |
Extended Information