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【结 构 式】

【分子编号】64248

【品名】1-{(3aR,4R,6R,6aR)-2,2-dimethyl-6-[(trityloxy)methyl]tetrahydrofuro[3,4-d][1,3]dioxol-4-yl}-2-oxo-1,2-dihydro-4-pyrimidinyl 2,4,6-triisopropylbenzenesulfonate

【CA登记号】

【 分 子 式 】C46H52N2O8S

【 分 子 量 】792.99356

【元素组成】C 69.67% H 6.61% N 3.53% O 16.14% S 4.04%

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:(III)

Treatment of 2',3'-O-isopropylidene-5'-O-trityluridine (I) with 2,4,6-triisopropylbenzenesulfonyl chloride (II) in the presence of DMAP affords the sulfonic ester derivative (III). Subsequent displacement of sulfonate (III) with hydroxylamine leads to the protected N-hydroxycytidine (IV). The protecting groups of (IV) are finally removed with aqueous trifluoroacetic acid to furnish the title compound.

1 Watanabe, K.A.; Stuyver, L. (Pharmasset, Inc.); Modified nucleosides for treatment of viral infections and abnormal cellular proliferation. WO 0232920 .
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) 64247 1-{(3aR,4R,6R,6aR)-2,2-dimethyl-6-[(trityloxy)methyl]tetrahydrofuro[3,4-d][1,3]dioxol-4-yl}-2,4(1H,3H)-pyrimidinedione C31H30N2O6 详情 详情
(II) 14545 2,4,6-triisopropylbenzenesulfonyl chloride 6553-96-4 C15H23ClO2S 详情 详情
(III) 64248 1-{(3aR,4R,6R,6aR)-2,2-dimethyl-6-[(trityloxy)methyl]tetrahydrofuro[3,4-d][1,3]dioxol-4-yl}-2-oxo-1,2-dihydro-4-pyrimidinyl 2,4,6-triisopropylbenzenesulfonate C46H52N2O8S 详情 详情
(IV) 64249 1-{(3aR,4R,6R,6aR)-2,2-dimethyl-6-[(trityloxy)methyl]tetrahydrofuro[3,4-d][1,3]dioxol-4-yl}-4-(hydroxyamino)-2(1H)-pyrimidinone C31H31N3O6 详情 详情
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