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【结 构 式】

【分子编号】40807

【品名】dibenzyl 2-[4-[8-oxo-7,8-dihydroimidazo[4,5-d][1,3]diazepin-3(6H)-yl]butyl]-2-[3-(trifluoromethyl)benzyl]malonate

【CA登记号】

【 分 子 式 】C35H33F3N4O5

【 分 子 量 】646.6661896

【元素组成】C 65.01% H 5.14% F 8.81% N 8.66% O 12.37%

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:(VII)

Dibenzyl malonate (I) was alkylated with 3-(trifluoromethyl)benzyl bromide (II) in the presence of Na in DMF to yield the 3-(trifluoromethyl)benzylmalonate (III). Further alkylation of (III) with 1,4-dibromobutane (IV) provided the bromobutyl derivative (V). Condensation of the known 6,7-dihydroimidazo[4,5-d][1,3]diazepin-8-one (VI) with bromide (V) in the presence of NaH and NaI furnished adduct (VII). The keto group of (VII) was then reduced to alcohol (VIII) employing NaBH4 in MeOH-CH2Cl2. Finally, hydrogenolysis of the benzyl ester groups of (VIII) in the presence of Pd/C and Et3N afforded the title dicarboxylate triethylammonium salt.

1 Bookser, B.C.; Kasibhatla, S.R.; Erion, M.D.; AMP deaminase inhibitors. 4. Further N3-substituted coformycin aglycon analogues: N3-alkylmalonates as ribose 5'-monophosphate mimetics. J Med Chem 2000, 43, 8, 1519.
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) 16013 dibenzyl malonate 15014-25-2 C17H16O4 详情 详情
(II) 40803 1-(bromomethyl)-3-(trifluoromethyl)benzene 402-23-3 C8H6BrF3 详情 详情
(III) 40804 dibenzyl 2-[3-(trifluoromethyl)benzyl]malonate C25H21F3O4 详情 详情
(IV) 11883 1,4-Dibromobutane; 1,4-Butylene bromide 110-52-1 C4H8Br2 详情 详情
(V) 40805 dibenzyl 2-(4-bromobutyl)-2-[3-(trifluoromethyl)benzyl]malonate C29H28BrF3O4 详情 详情
(VI) 40806 6,7-dihydroimidazo[4,5-d][1,3]diazepin-8(3H)-one C6H6N4O 详情 详情
(VII) 40807 dibenzyl 2-[4-[8-oxo-7,8-dihydroimidazo[4,5-d][1,3]diazepin-3(6H)-yl]butyl]-2-[3-(trifluoromethyl)benzyl]malonate C35H33F3N4O5 详情 详情
(VIII) 40808 dibenzyl 2-[4-[8-hydroxy-7,8-dihydroimidazo[4,5-d][1,3]diazepin-3(6H)-yl]butyl]-2-[3-(trifluoromethyl)benzyl]malonate C35H35F3N4O5 详情 详情
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