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【结 构 式】 
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【分子编号】46425 【品名】 【CA登记号】 |
【 分 子 式 】C10H20BrCl4N2O2P 【 分 子 量 】452.969642 【元素组成】C 26.52% H 4.45% Br 17.64% Cl 31.31% N 6.18% O 7.06% P 6.84% |
合成路线1
该中间体在本合成路线中的序号：(IV)The intermediate N,N,N',N'-tetrakis(2-chloroethyl)phosphorodiamidate (IV) was prepared by an improved procedure consisting of addition of phosphoryl chloride to 2-bromoethanol (I) in the presence of Et3N, followed by in situ treatment of the resulting intermediate (II) with bis(2-chloroethyl)amine (III).
| 【1】 Lyttle, M.H.; et al.; Glutathione-S-transferase activates novel alkylating agents. J Med Chem 1994, 37, 10, 1501. |
| 【2】 Kauvar, L.; Lyttle, M.H.; Satyam, A. (Telik, Inc.); Glutathione S-transferase-activated cpds.. WO 9509866 . |
| 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) | 10059 | Ethylene bromohydrin; 2-Bromo-1-ethanol | 540-51-2 | C2H5BrO | 详情 | 详情 |
| (II) | 13033 | Dichlorophosphoric acid 2-bromoethyl ester | C2H4BrCl2O2P | 详情 | 详情 | |
| (III) | 21583 | 2-chloro-N-(2-chloroethyl)-1-ethanamine; Bis(2-chloroethyl)amine; 1,1'-iminobis(2-chloroethane); N,N-bis(2-chloroethyl)amine | 821-48-7 | C4H9Cl2N | 详情 | 详情 |
| (IV) | 46425 | C10H20BrCl4N2O2P | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(IV)The known gamma-glutamyl-(S-benzylcysteinyl)-(R)-(-)-phenylglycine (V) was debenzylated to the corresponding thiol (VI) by means of sodium in liquid ammonia. Subsequent S-alkylation of (VI) with bromide (III) produced thioether (VII), which was finally oxidized to the title sulfone employing peracetic acid.
| 【1】 Lyttle, M.H.; et al.; Glutathione-S-transferase activates novel alkylating agents. J Med Chem 1994, 37, 10, 1501. |
| 【2】 Kauvar, L.; Lyttle, M.H.; Satyam, A. (Telik, Inc.); Glutathione S-transferase-activated cpds.. WO 9509866 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (IV) | 46425 | C10H20BrCl4N2O2P | 详情 | 详情 | ||
| (V) | 46426 | (2S)-2-amino-5-[((1R)-1-[(benzylsulfanyl)methyl]-2-[[(R)-carboxy(phenyl)methyl]amino]-2-oxoethyl)amino]-5-oxopentanoic acid | C23H27N3O6S | 详情 | 详情 | |
| (VI) | 46427 | (2S)-2-amino-5-[[(1R)-2-[[(R)-carboxy(phenyl)methyl]amino]-2-oxo-1-(sulfanylmethyl)ethyl]amino]-5-oxopentanoic acid | C16H21N3O6S | 详情 | 详情 | |
| (VII) | 46428 | (10R,15S)-15-amino-4-[bis(2-chloroethyl)amino]-10-([[(R)-carboxy(phenyl)methyl]amino]carbonyl)-1-chloro-3-(2-chloroethyl)-4,12-dioxo-5-oxa-8-thia-3,11-diaza-4lambda(5)-phosphahexadecan-16-oic acid | C26H40Cl4N5O8PS | 详情 | 详情 |