• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【分子编号】61002

【品名】diethyl [ethoxy(oxo)phosphoranyl]methylphosphonate

【CA登记号】

【 分 子 式 】C7H18O5P2

【 分 子 量 】244.164444

【元素组成】C 34.43% H 7.43% O 32.76% P 25.37%

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:(IV)

Reaction of phosphinylmethyl phosphonate (IV) with 1-iodo-4-nitrobenzene (V) in the presence of Pd(PPh3)4 affords the nitrophenyl phosphinoyl derivative (VI). Reduction of the nitro group of (VI) to the corresponding aniline (VII) is accomplished by treatment with SnCl2 in ethanol. Then, hydrolysis of the triethyl ester (VII) under acidic conditions furnishes phosphonic acid (VIII). Displacement of the 6-chloro group of purine (III) with the aminophenyl phosphonic acid (VIII) in hot DMSO gives rise to the 6-anilino purine (IX). Finally, displacement of the remaining halogen atom of (IX) with trans-1,4-diaminocyclohexane (X) leads to the title 2,6-diaminopurine compound.

1 Weigele, M.; Sawyer, T.K.; Wang, Y.; Shakespeare, W.C.; Bohacek, R.; Sundaramoorthi, R.; Metcalf, C.A. III; Dalgarno, D.C. (Ariad Pharmaceuticals Inc.); Purine derivs.. US 2002068721 .
2 Weigele, M.; Sawyer, T.K.; Wang, Y.; Shakespeare, W.C.; Bohacek, R.; Sundaramoorthi, R.; Metcalf, C.A. III; Dalgarno, D.C. (Ariad Pharmaceuticals Inc.); Purine derivs.. WO 0144259 .
3 Weigele, M.; Sawyer, T.K.; Wang, Y.; Shakespeare, W.; Bohacek, R.; Sundaramoorthi, R.; Metcalf, C.A. III (Ariad Pharmaceuticals Inc.); Novel purines. WO 0144260 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(III) 61001 6-chloro-9-ethyl-2-fluoro-9H-purine C7H6ClFN4 详情 详情
(IV) 61002 diethyl [ethoxy(oxo)phosphoranyl]methylphosphonate C7H18O5P2 详情 详情
(V) 21845 1-iodo-4-nitrobenzene 636-98-6 C6H4INO2 详情 详情
(VI) 61003 diethyl [ethoxy(4-nitrophenyl)phosphoryl]methylphosphonate C13H21NO7P2 详情 详情
(VII) 61004 diethyl [(4-aminophenyl)(ethoxy)phosphoryl]methylphosphonate C13H23NO5P2 详情 详情
(VIII) 61005 [(4-aminophenyl)(hydroxy)phosphoryl]methylphosphonic acid C7H11NO5P2 详情 详情
(IX) 61006 [{4-[(9-ethyl-2-fluoro-9H-purin-6-yl)amino]phenyl}(hydroxy)phosphoryl]methylphosphonic acid C14H16FN5O5P2 详情 详情
(X) 43407 4-aminocyclohexylamine; 1,4-cyclohexanediamine 3114-70-3 C6H14N2 详情 详情
Extended Information