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【结 构 式】 
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【分子编号】42881 【品名】[(5-amino-6-cyano-2-pyrazinyl)methyl](triphenyl)phosphonium chloride 【CA登记号】 |
【 分 子 式 】C24H20ClN4P 【 分 子 量 】430.876222 【元素组成】C 66.9% H 4.68% Cl 8.23% N 13% P 7.19% |
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：(X)An alternative route involved a Wittig reaction between aldehyde (IV) and ylide (XI), generated from 2-amino-3-cyanopyrazin-5-ylmethyltriphenylphosphonium chloride (X). The resulting adduct (XII) was then cyclized and partly hydrolyzed to pteridine (XIV) upon refluxing with guanidine (XIII) in MeOH. Catalytic hydrogenation and further reoxidation of (XIV) yielded (XV). The methyl ester group of (XV) was finally hydrolyzed by treatment with NaOH in DMSO.
| 【1】 Rosowsky, A.; Vaidya, C.M.; Wright, J.E.; Forsch, R.A.; Bader, H.; Analogues of the potent nonpolyglutamatable antifolate Nalpha-(4-amino-4-deoxypteroyl)-Ndelta-hemiphthaloyl-L-ornithine (PT523) with modifications in the side chain, p-aminobenzoyl moiety, or 9,10-bridge: Synthesis and in vitro antitumor activity. J Med Chem 2000, 43, 8, 1620. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XIIa) | 42883 | methyl (2S)-2-([4-[(E)-2-(5-amino-6-cyano-2-pyrazinyl)ethenyl]benzoyl]amino)-5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)pentanoate | C28H24N6O5 | 详情 | 详情 | |
| (XIVa) | 42885 | 2-([[(4S)-4-([4-[(E)-2-(2,4-diamino-6-pteridinyl)ethenyl]benzoyl]amino)-5-methoxy-5-oxopentyl]amino]carbonyl)benzoic acid | C29H28N8O6 | 详情 | 详情 | |
| (XIVb) | 42886 | 2-([[(4S)-4-([4-[(Z)-2-(2,4-diamino-6-pteridinyl)ethenyl]benzoyl]amino)-5-methoxy-5-oxopentyl]amino]carbonyl)benzoic acid | C29H28N8O6 | 详情 | 详情 | |
| (XIIb) | 42887 | 2-([[(4S)-4-([4-[2-(2,4-diamino-6-pteridinyl)ethyl]benzoyl]amino)-5-methoxy-5-oxopentyl]amino]carbonyl)benzoic acid | C29H30N8O6 | 详情 | 详情 | |
| (IV) | 42876 | methyl (2S)-5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-2-[(4-formylbenzoyl)amino]pentanoate | C22H20N2O6 | 详情 | 详情 | |
| (X) | 42881 | [(5-amino-6-cyano-2-pyrazinyl)methyl](triphenyl)phosphonium chloride | C24H20ClN4P | 详情 | 详情 | |
| (XI) | 42882 | 3-amino-6-[(triphenylphosphoranylidene)methyl]-2-pyrazinecarbonitrile | C24H19N4P | 详情 | 详情 | |
| (XIII) | 14790 | Guanidine | 113-00-8 | CH5N3 | 详情 | 详情 |
| (XV) | 42887 | 2-([[(4S)-4-([4-[2-(2,4-diamino-6-pteridinyl)ethyl]benzoyl]amino)-5-methoxy-5-oxopentyl]amino]carbonyl)benzoic acid | C29H30N8O6 | 详情 | 详情 |
Extended Information