(1S)-1-[(3aS,5S,6R,6aS)-2,2-dimethyl-6-propoxytetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-1,2-ethanediol -Drug Synthesis Database

【结构式】

【分子编号】29836

【品名】(1S)-1-[(3aS,5S,6R,6aS)-2,2-dimethyl-6-propoxytetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-1,2-ethanediol

【CA登记号】

【分子式】C₁₂H₂₂O₆

【分子量】262.30308

【元素组成】C 54.95% H 8.45% O 36.6%

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：(I)

The reaction of 1,2-O-isopropylidene-3-O-propyl-alpha-D-glucofuranose (I) with 4-chlorobenzyl chloride (II) by means of KOH in hot dioxane gives 1',2-O-iso-propylidene-3-O-propyl-5,6-di-O-(4-chlorobenzyl)-alpha-D-glucofuranose (III), which is then hydrolyzed with ethanolic HCl.

参考文献中间体

合成目标

【1】 Iselin, B.; Rossi, A.; Kessler, W.; Walter, A. (Novartis Corp.); Anti-inflammatory glucose derivatives. BE 0720622; DE 1793338; FR 1588563; GB 1246117; US 3655884 .
【2】 Castaner, J.; Koch, H.; Serradell, M.N.; Clobenoside. Drugs Fut 1985, 10, 12, 977.

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)	29836	(1S)-1-[(3aS,5S,6R,6aS)-2,2-dimethyl-6-propoxytetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-1,2-ethanediol		C₁₂H₂₂O₆	详情	详情
(II)	10356	1-Chloro-4-(chloromethyl)benzene; 4-Chlorobenzyl chloride	104-83-6	C₇H₆Cl₂	详情	详情
(III)	29837	(3aR,5R,6R,6aS)-5-[(1S)-1,2-bis[(4-chlorobenzyl)oxy]ethyl]-2,2-dimethyl-6-propoxytetrahydrofuro[2,3-d][1,3]dioxole; (3aR,5R,6R,6aS)-5-[(1S)-1,2-bis[(4-chlorobenzyl)oxy]ethyl]-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-yl propyl ether		C₂₆H₃₂Cl₂O₆	详情	详情

Extended Information