allyl 3-({(tert-butoxycarbonyl)[6-{[(5-ethyl-1,3-thiazol-2-yl)sulfanyl]methyl}-4-(4-morpholinyl)-2-pyridinyl]amino}methyl)-5-methoxyphenylcarbamate -Drug Synthesis Database

【结构式】

【分子编号】58813

【品名】allyl 3-({(tert-butoxycarbonyl)[6-{[(5-ethyl-1,3-thiazol-2-yl)sulfanyl]methyl}-4-(4-morpholinyl)-2-pyridinyl]amino}methyl)-5-methoxyphenylcarbamate

【CA登记号】

【分子式】C₃₂H₄₁N₅O₆S₂

【分子量】655.83964

【元素组成】C 58.6% H 6.3% N 10.68% O 14.64% S 9.78%

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)

Amine (XII) was converted into allyl carbamate (XIII) by reaction with allyl chloroformate. The silylethoxymethyl protecting group of (XIII) was then removed by acidic treatment to provide alcohol (XIV), which was further activated as the corresponding mesylate (XV). Condensation of mesylate (XV) with 5-ethyl-2-mercaptothiazole (XVI) gave thioether (XVII). The N-Boc group of (XVII) was finally cleaved by treatment with trifluoroacetic acid to yield the title compound.

参考文献中间体

合成目标

【1】 Fukami, T.; Mase, T.; Tsuchiya, Y.; Kanatani, A.; Fukuroda, T. (Banyu Pharmaceutical Co., Ltd.); Aminopyridine derivs.. EP 0889034; US 6011039; WO 9734873 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(XII)	58808	tert-butyl 3-amino-5-methoxybenzyl[4-(4-morpholinyl)-6-({[2-(trimethylsilyl)ethoxy]methoxy}methyl)-2-pyridinyl]carbamate	C₂₉H₄₆N₄O₆Si	详情	详情
(XIII)	58809	allyl 3-({(tert-butoxycarbonyl)[4-(4-morpholinyl)-6-({[2-(trimethylsilyl)ethoxy]methoxy}methyl)-2-pyridinyl]amino}methyl)-5-methoxyphenylcarbamate	C₃₃H₅₀N₄O₈Si	详情	详情
(XIV)	58810	allyl 3-({(tert-butoxycarbonyl)[6-(hydroxymethyl)-4-(4-morpholinyl)-2-pyridinyl]amino}methyl)-5-methoxyphenylcarbamate	C₂₇H₃₆N₄O₇	详情	详情
(XV)	58811	[6-[(3-{[(allyloxy)carbonyl]amino}-5-methoxybenzyl)(tert-butoxycarbonyl)amino]-4-(4-morpholinyl)-2-pyridinyl]methyl methanesulfonate	C₂₈H₃₈N₄O₉S	详情	详情
(XVI)	58812	5-ethyl-1,3-thiazol-2-ylhydrosulfide; 5-ethyl-1,3-thiazole-2-thiol	C₅H₇NS₂	详情	详情
(XVII)	58813	allyl 3-({(tert-butoxycarbonyl)[6-{[(5-ethyl-1,3-thiazol-2-yl)sulfanyl]methyl}-4-(4-morpholinyl)-2-pyridinyl]amino}methyl)-5-methoxyphenylcarbamate	C₃₂H₄₁N₅O₆S₂	详情	详情

Extended Information