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【结 构 式】 
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【分子编号】26889 【品名】(11S,11aS)-8-[2-[N-[5-[N-[5-[N-[5-[N-[2-(Amidinoethyl)carbamoyl]-1-methylpyrrol-3-yl]carbamoyl]-1-methylpyrrol-3-yl]carbamoyl]-1-methylpyrrol-3-yl]carbamoyl]etoxy]-11-hydroxy-7-methoxy-5-oxo-2,3,5,10,11,11a-hexahydro-1H-pyrrolo[2,1-c][1,4]-benzodiazepine-10-carboxylic acid 2,2,2-trichloroethyl ester; (11S,11aS)-8-[2-[N-[5-[N-[5-[N-[5-[N-[2-(Amidinoethyl)carbamoyl]-1-methylpyrrol-3-yl]carbamoyl]-1-methylpyrrol-3-yl]carbamoyl]-1-methylpyrrol-3-yl]carbamoyl]etoxy]-11-hydroxy-7-methoxy-5-oxo-2,3,5,10,11,11a-hexahydro-1H-pyrrolo[2,1-c][1,4]-benzodiazepine-10-carboxylic acid 2,2,2-trichloroethyl ester 【CA登记号】 |
【 分 子 式 】C40H46Cl3N11O10 【 分 子 量 】947.23148 【元素组成】C 50.72% H 4.89% Cl 11.23% N 16.27% O 16.89% |
合成路线1
该中间体在本合成路线中的序号：(XI)The coupling of (IX) with deformyl distamycin (X) using 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide as the condensing reagent to yield amide (XI). Finally, deprotection of the trichloroethyl carbamate of (XI) with Cd/Pb couple in aqueous NH4OAc furnished the target compound.
| 【1】 Baraldi, P.G.; Cacciari, B.; Guiotto, A.; Leoni, A.; Romagnoli, R.; Spalluto, G.; Mongelli, N.; Howard, P.W.; Thurston, D.E.; Bianchi, N.; Gambari, R.; Design, synthesis and biological activity of a pyrrolo[2,1-c][1,4]benzodiazepine (PBD)-distamycin hybrid. Bioorg Med Chem Lett 1998, 8, 21, 3019. |
| 【2】 Cacciari, B.; Baraldi, P.G.; Balboni, G.; et al.; Synthesis, in vitro antiproliferative activity, and DNA-binding properties of hybrid molecules containing pyrrolo[2,1-c][1,4]benzodiazepine and minor-groove-binding oligopyrrole carriers. J Med Chem 1999, 42, 25, 5131. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (IX) | 26887 | 3-([(11S,11aS)-11-hydroxy-7-methoxy-5-oxo-10-[(2,2,2-trichloroethoxy)carbonyl]-2,3,5,10,11,11a-hexahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepin-8-yl]oxy)propionic acid | C19H21Cl3N2O8 | 详情 | 详情 | |
| (X) | 26888 | N-(3-amino-3-iminopropyl)-4-[[(4-[[(4-amino-1-methyl-1H-pyrrol-2-yl)carbonyl]amino]-1-methyl-1H-pyrrol-2-yl)carbonyl]amino]-1-methyl-1H-pyrrole-2-carboxamide | C21H27N9O3 | 详情 | 详情 | |
| (XI) | 26889 | (11S,11aS)-8-[2-[N-[5-[N-[5-[N-[5-[N-[2-(Amidinoethyl)carbamoyl]-1-methylpyrrol-3-yl]carbamoyl]-1-methylpyrrol-3-yl]carbamoyl]-1-methylpyrrol-3-yl]carbamoyl]etoxy]-11-hydroxy-7-methoxy-5-oxo-2,3,5,10,11,11a-hexahydro-1H-pyrrolo[2,1-c][1,4]-benzodiazepine-10-carboxylic acid 2,2,2-trichloroethyl ester; (11S,11aS)-8-[2-[N-[5-[N-[5-[N-[5-[N-[2-(Amidinoethyl)carbamoyl]-1-methylpyrrol-3-yl]carbamoyl]-1-methylpyrrol-3-yl]carbamoyl]-1-methylpyrrol-3-yl]carbamoyl]etoxy]-11-hydroxy-7-methoxy-5-oxo-2,3,5,10,11,11a-hexahydro-1H-pyrrolo[2,1-c][1,4]-benzodiazepine-10-carboxylic acid 2,2,2-trichloroethyl ester | C40H46Cl3N11O10 | 详情 | 详情 |