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【结 构 式】 
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【分子编号】31091 【品名】(8S,10S)-10-[[(2R,4S,5S,6S)-4-amino-6-methyl-5-(tetrahydro-2H-pyran-2-yloxy)tetrahydro-2H-pyran-2-yl]oxy]-6,8,11-trihydroxy-1-methoxy-8-[2-(tetrahydro-2H-pyran-2-yloxy)acetyl]-7,8,9,10-tetrahydro-5,12-naphthacenedione 【CA登记号】 |
【 分 子 式 】C37H45NO13 【 分 子 量 】711.76324 【元素组成】C 62.44% H 6.37% N 1.97% O 29.22% |
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)This compound can be obtained by two related ways: 1) By reaction of adriamycin (I) with 2,3-dihydropyran (II) by means of p-toluenesulfonic acid as a catalyst in DMF. 2) The reaction of adriamycin (I) with 2,3-dihydropyran (II) under stronger conditions yields 14,4'-O-bistetrahydropyranyladriamycin (III), which is selectively hydrolyzed with aqueous 10% acetic acid.
| 【1】 Kinoshita, M.; Ishizuka, M.; Takeuchi, T.; Tatsuta, K.; Takahashi, Y.; Umezawa, H.; Naganawa, H.; Masuda, T.; Tetrahydropyranyl derivatives of daunomycin and adriamycin. J Antibiot 1979, 32, 10, 1082-85. |
| 【2】 Umezawa, H.; Takeuchi, T.; Naganawa, H.; Tatsuka, K. (Microbial Chemistry Research Foundation); Anthracycline derivatives, a process for their preparation and pharmaceutical compositions containing them. AT 369384B; CA 1136618; EP 0014853; ES 488209; US 4303785 . |
| 【3】 Blancafort, P.; Castaner, J.; Serradell, M.N.; THP-ADM. Drugs Fut 1983, 8, 7, 610. |
| 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) | 11675 | (8S,10S)-10-[[(2R,4S,5S,6S)-4-Amino-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy]-8-glycoloyl-6,8,11-trihydroxy-1-methoxy-7,8,9,10-tetrahydro-5,12-naphthacenedione | C27H29NO11 | 详情 | 详情 | |
| (II) | 13684 | 3,4-Dihydro-2H-pyran;2,3-Dihydro-4H-pyran; 5,6-Dihydro-4H-pyran;Dihydropyran | 110-87-2 | C5H8O | 详情 | 详情 |
| (III) | 31091 | (8S,10S)-10-[[(2R,4S,5S,6S)-4-amino-6-methyl-5-(tetrahydro-2H-pyran-2-yloxy)tetrahydro-2H-pyran-2-yl]oxy]-6,8,11-trihydroxy-1-methoxy-8-[2-(tetrahydro-2H-pyran-2-yloxy)acetyl]-7,8,9,10-tetrahydro-5,12-naphthacenedione | C37H45NO13 | 详情 | 详情 |
Extended Information