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【结 构 式】

【分子编号】29164

【品名】9-([2-(benzyloxy)-1-[(benzyloxy)methyl]ethoxy]methyl)-6-chloro-9H-purin-2-ylamine

【CA登记号】

【 分 子 式 】C23H24ClN5O3

【 分 子 量 】453.92816

【元素组成】C 60.86% H 5.33% Cl 7.81% N 15.43% O 10.57%

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:(X)

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
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