(1R)-1-(2-[[(4aR,6R,7R,8R,8aS)-6-(benzyloxy)-8-hydroxy-2,2-dimethylhexahydropyrano[3,2-d][1,3]dioxin-7-yl]amino]-2-oxoethyl)dodecyl palmitate -Drug Synthesis Database

【结构式】

【分子编号】39766

【品名】(1R)-1-(2-[[(4aR,6R,7R,8R,8aS)-6-(benzyloxy)-8-hydroxy-2,2-dimethylhexahydropyrano[3,2-d][1,3]dioxin-7-yl]amino]-2-oxoethyl)dodecyl palmitate

【CA登记号】

【分子式】C₄₆H₇₉NO₈

【分子量】774.1352

【元素组成】C 71.37% H 10.29% N 1.81% O 16.53%

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)

Coupling of protected 2-aminoglucopyranoside (I) with (R)-3-(hexadecanoyloxy)tetradecanoic acid (II) using 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide methiodide gave amide (III). After protection of the 3-hydroxyl group of (III) with 2,2,2-trichloroethyl chloroformate, acetonide hydrolysis with aqueous acetic acid provided intermediate (V).

参考文献中间体

合成目标

【1】 Sowell, C.G.; Weber, P.A.; Elliott, G.T. (Corixa Corp.); Phosphoglycolipid and methods for its use. WO 0011010 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	16046	(4aR,6R,7R,8R,8aS)-7-amino-6-(benzyloxy)-2,2-dimethylhexahydropyrano[3,2-d][1,3]dioxin-8-ol	C₁₆H₂₃NO₅	详情	详情
(II)	39765	(3R)-3-(palmitoyloxy)tetradecanoic acid	C₃₀H₅₈O₄	详情	详情
(III)	39766	(1R)-1-(2-[[(4aR,6R,7R,8R,8aS)-6-(benzyloxy)-8-hydroxy-2,2-dimethylhexahydropyrano[3,2-d][1,3]dioxin-7-yl]amino]-2-oxoethyl)dodecyl palmitate	C₄₆H₇₉NO₈	详情	详情
(IV)	39767	(1R)-1-[2-[((4aR,6R,7R,8R,8aR)-6-(benzyloxy)-2,2-dimethyl-8-[[(2,2,2-trichloroethoxy)carbonyl]oxy]hexahydropyrano[3,2-d][1,3]dioxin-7-yl)amino]-2-oxoethyl]dodecyl palmitate	C₄₉H₈₀Cl₃NO₁₀	详情	详情
(V)	39768	(1R)-1-[2-[((2R,3R,4R,5R,6R)-2-(benzyloxy)-5-hydroxy-6-(hydroxymethyl)-4-[[(2,2,2-trichloroethoxy)carbonyl]oxy]tetrahydro-2H-pyran-3-yl)amino]-2-oxoethyl]dodecyl palmitate	C₄₆H₇₆Cl₃NO₁₀	详情	详情

Extended Information