N-[(6R,8R,9R)-4-amino-9-[[tert-butyl(dimethyl)silyl]oxy]-6-([[tert-butyl(dimethyl)silyl]oxy]methyl)-2,2-dioxo-1,7-dioxa-2lambda(6)-thiaspiro[4.4]non-3-en-8-yl]urea -Drug Synthesis Database

【结构式】

【分子编号】26926

【品名】N-[(6R,8R,9R)-4-amino-9-[[tert-butyl(dimethyl)silyl]oxy]-6-([[tert-butyl(dimethyl)silyl]oxy]methyl)-2,2-dioxo-1,7-dioxa-2lambda(6)-thiaspiro[4.4]non-3-en-8-yl]urea

【CA登记号】

【分子式】C₂₀H₄₁N₃O₇SSi₂

【分子量】523.79856

【元素组成】C 45.86% H 7.89% N 8.02% O 21.38% S 6.12% Si 10.72%

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)

The reduction of azide (I) with trimethylphosphine in THF gives the amine (II), which is treated with chlorosulfonyl isocyanate (A) in acetonitrile yielding the urea derivative (III). Finally, this compound is acetylated with acetic anhydride in pyridine to afford a mixture of alpha and beta acetylureas which is separated by centrifugal circular thin layer chromatography.

参考文献中间体

合成目标

【1】 Velázquez, S.; Chamorro, C.; Perez-Perez, M.J.; Alvarez, R.; Jimeno, M.L.; Martin-Domenech, A.; Perez, C.; Gago, F.; De Clercq, E.; Balzarini, J.; San-Felix, A.; Camarasa, M.J.; Abasic analogues of TSAO-T as the first sugar derivatives that specifically inhibit HIV-1 reverse transcriptase. J Med Chem 1998, 41, 23, 4636.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(A)	14101	Chlorosulfonyl isocyanate	1189-71-5	CClNO₃S	详情	详情
(I)	26923	(6R,8R,9R)-4-amino-8-azido-9-[[tert-butyl(dimethyl)silyl]oxy]-6-([[tert-butyl(dimethyl)silyl]oxy]methyl)-1,7-dioxa-2lambda(6)-thiaspiro[4.4]non-3-ene-2,2-dione		C₁₉H₃₈N₄O₆SSi₂	详情	详情
(II)	26924	(6R,8R,9R)-4,8-diamino-9-[[tert-butyl(dimethyl)silyl]oxy]-6-([[tert-butyl(dimethyl)silyl]oxy]methyl)-1,7-dioxa-2lambda(6)-thiaspiro[4.4]non-3-ene-2,2-dione		C₁₉H₄₀N₂O₆SSi₂	详情	详情
(III)	26926	N-[(6R,8R,9R)-4-amino-9-[[tert-butyl(dimethyl)silyl]oxy]-6-([[tert-butyl(dimethyl)silyl]oxy]methyl)-2,2-dioxo-1,7-dioxa-2lambda(6)-thiaspiro[4.4]non-3-en-8-yl]urea		C₂₀H₄₁N₃O₇SSi₂	详情	详情

Extended Information