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【结 构 式】

【分子编号】11441

【品名】N-[[(3aR,5R,5aS,8aS,8bR)-2,2,7,7-Tetramethyltetrahydro-3aH-di[1,3]dioxolo[4,5-b:4,5-d]pyran-5-yl]methyl]-2-chloro-N-(2-chloroethyl)-1-ethanaminium

【CA登记号】

【 分 子 式 】C16H28Cl2NO5

【 分 子 量 】385.30746

【元素组成】C 49.88% H 7.32% Cl 18.4% N 3.64% O 20.76%

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)

G-6-M is prepared as shown. All secondary hydroxyl groups of D-galactopyranose were protected by vicinal capping into bis(acetonides) yielding 1,2:3,4-di-O-isopropylidene-D-galactopyranose. This was tosylated at 6-CH2OH and alkylated at C-6 with diethanolamine. The hydroxyethyl groups of compound (II) were chlorinated and the acetonides deblocked with dilute aqueous acid to give 6-bis(2-chloroethyl)amino-6-deoxy-D-galactopyranose hydrochloride in an overall conversion of ca. 42%.

1 Plasee, T.F.; Galamustine Hydrochloride. Drugs Fut 1991, 16, 3, 205.
2 Hammer, C.F.; Talebian, A.; Green, D.; McPherson, E.; Schein, P.S.; 6-bis-(2-Chloroethyl)amino-6-deoxy-D-galactopyranose hydrochloride: Synthesis, chemical characterization, murine P388 antitumor activity, and bone marrow toxicity. J Pharm Sci 1989, 78, 11, 918-21.
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) 11439 [(3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-di[1,3]dioxolo[4,5-b:4,5-d]pyran-5-yl]methyl 4-methylbenzenesulfonate C19H26O8S 详情 详情
(II) 11440 2-[[[(3aR,5R,5aS,8aS,8bR)-2,2,7,7-Tetramethyltetrahydro-3aH-di[1,3]dioxolo[4,5-b:4,5-d]pyran-5-yl]methyl](2-hydroxyethyl)amino]-1-ethanol C16H29NO7 详情 详情
(III) 11441 N-[[(3aR,5R,5aS,8aS,8bR)-2,2,7,7-Tetramethyltetrahydro-3aH-di[1,3]dioxolo[4,5-b:4,5-d]pyran-5-yl]methyl]-2-chloro-N-(2-chloroethyl)-1-ethanaminium C16H28Cl2NO5 详情 详情
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