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【结 构 式】 
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【分子编号】30666 【品名】6'-N-benzyloxycarbonyldibekacin; benzyl [(2S,5R,6R)-5-amino-6-[((1R,2S,3S,4R,6S)-4,6-diamino-3-[[(2R,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy]-2-hydroxycyclohexyl)oxy]tetrahydro-2H-pyran-2-yl]methylcarbamate 【CA登记号】 |
【 分 子 式 】C26H43N5O10 【 分 子 量 】585.65512 【元素组成】C 53.32% H 7.4% N 11.96% O 27.32% |
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：(V)The acylation of 3',4'-dideoxykanamycin B (dibekacin) (I) with benzyloxycarbonyl chloride in water gives 6'-N-benzyloxycarbonyldibekacin (V), which is then acylated with (IV) as before and deprotected by hydrogenolysis with H2 over Pd/C in water - acetic acid.
| 【1】 Umezawa, H.; Umezawa, S.; Maeda, K.; Tsuchiya, O.; Kondo, S.; Fukatsu, S. (Microbial Chemistry Research Foundation); 1-N-[(S)-alpha-hydroxy-omega-aminoacyl]. DE 2530169; FR 2201875; GB 1426908; JP 7462442; JP 7480039; JP 7494648; JP 7733629; JP 8003357; US 4001208; US 4107424 . |
| 【2】 Serradell, M.N.; Castaner, J.; Blancafort, P.; Habekacin. Drugs Fut 1983, 8, 5, 410. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| 10101 | Benzyloxycarbonyl chloride; Benzyl chloroformate; 1-[[(Chlorocarbonyl)oxy]methyl]benzene | 501-53-1 | C8H7ClO2 | 详情 | 详情 | |
| (I) | 30662 | Dibekacin; 3',4'-Dideoxykanamycin B; (2R,3R,4S,5S,6R)-4-amino-2-[((1S,2S,3R,4S,6R)-4,6-diamino-3-[[(2R,3R,6S)-3-amino-6-(aminomethyl)tetrahydro-2H-pyran-2-yl]oxy]-2-hydroxycyclohexyl)oxy]-6-(hydroxymethyl)tetrahydro-2H-pyran-3,5-diol | C18H37N5O8 | 详情 | 详情 | |
| (IV) | 30665 | 1-[[(2S)-4-amino-2-hydroxybutanoyl]oxy]-2,5-pyrrolidinedione | C8H12N2O5 | 详情 | 详情 | |
| (V) | 30666 | 6'-N-benzyloxycarbonyldibekacin; benzyl [(2S,5R,6R)-5-amino-6-[((1R,2S,3S,4R,6S)-4,6-diamino-3-[[(2R,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy]-2-hydroxycyclohexyl)oxy]tetrahydro-2H-pyran-2-yl]methylcarbamate | C26H43N5O10 | 详情 | 详情 |
Extended Information