ethyl 2-[6-[4-(methoxymethoxy)phenyl]-1-[2-(methylsulfanyl)benzyl]-5-[[(methylsulfonyl)amino]methyl]-2,4-dioxo-1,4-dihydrothieno[2,3-d]pyrimidin-3(2H)-yl]acetate -Drug Synthesis Database

【结构式】

【分子编号】18325

【品名】ethyl 2-[6-[4-(methoxymethoxy)phenyl]-1-[2-(methylsulfanyl)benzyl]-5-[[(methylsulfonyl)amino]methyl]-2,4-dioxo-1,4-dihydrothieno[2,3-d]pyrimidin-3(2H)-yl]acetate

【CA登记号】

【分子式】C₂₈H₃₁N₃O₈S₃

【分子量】633.76756

【元素组成】C 53.06% H 4.93% N 6.63% O 20.2% S 15.18%

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：(XVII)

After bromination of the methyl group of (XII) with N-bromosuccinimide in the presence of 2,2'-azobis(isobutyro-nitrile) to give (XIII), the aminomethyl derivative (XVI) was obtained by condensation with potassium phthalimide (XIV) in DMF and subsequent hydrazinolysis of the resulting (XV). Treatment with methanesulfonyl chloride and triethylamine then provided sulfonamide (XVII), and the ester function was finally hydrolyzed to the target carboxylic acid with NaOH in a mixture of H2O/MeOH/THF.

参考文献中间体

合成目标

【1】 Cho, N.; Nara, Y.; Harada, M.; Sugo, T.; Masuda, Y.; Abe, A.; Kusumoto, K.; Itoh, Y.; Ohtaki, T.; Watanabe, T.; Furuya, S.; Thieno[2,3-d]pyrimidine-3-acetic acids a new class of nonpeptide endothelin receptor antagonists. Chem Pharm Bull 1998, 46, 11, 1724.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(XII)	18320	ethyl 2-[6-[4-(methoxymethoxy)phenyl]-5-methyl-1-[2-(methylsulfanyl)benzyl]-2,4-dioxo-1,4-dihydrothieno[2,3-d]pyrimidin-3(2H)-yl]acetate	C₂₇H₂₈N₂O₆S₂	详情	详情
(XIII)	18321	ethyl 2-[5-(bromomethyl)-6-[4-(methoxymethoxy)phenyl]-1-[2-(methylsulfanyl)benzyl]-2,4-dioxo-1,4-dihydrothieno[2,3-d]pyrimidin-3(2H)-yl]acetate	C₂₇H₂₇BrN₂O₆S₂	详情	详情
(XIV)	10926	(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)potassium	C₈H₄KNO₂	详情	详情
(XV)	18323	ethyl 2-[5-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]-6-[4-(methoxymethoxy)phenyl]-1-[2-(methylsulfanyl)benzyl]-2,4-dioxo-1,4-dihydrothieno[2,3-d]pyrimidin-3(2H)-yl]acetate	C₃₅H₃₁N₃O₈S₂	详情	详情
(XVI)	18324	ethyl 2-[5-(aminomethyl)-6-[4-(methoxymethoxy)phenyl]-1-[2-(methylsulfanyl)benzyl]-2,4-dioxo-1,4-dihydrothieno[2,3-d]pyrimidin-3(2H)-yl]acetate	C₂₇H₂₉N₃O₆S₂	详情	详情
(XVII)	18325	ethyl 2-[6-[4-(methoxymethoxy)phenyl]-1-[2-(methylsulfanyl)benzyl]-5-[[(methylsulfonyl)amino]methyl]-2,4-dioxo-1,4-dihydrothieno[2,3-d]pyrimidin-3(2H)-yl]acetate	C₂₈H₃₁N₃O₈S₃	详情	详情

Extended Information