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【结 构 式】 
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【分子编号】34449 【品名】methyl (2S)-2-(tritylamino)-3-(1-trityl-1H-imidazol-4-yl)propanoate 【CA登记号】 |
【 分 子 式 】C45H39N3O2 【 分 子 量 】653.82368 【元素组成】C 82.67% H 6.01% N 6.43% O 4.89% |
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：(II)L-Histidine methyl ester (I) was protected as the bis(tritylated) derivative (II) upon treatment with triphenylmethyl chloride and Et3N. Reduction of the ester function of (III) with LiAlH4 afforded alcohol (III), which was coupled with cyclohexylmethyl bromide (IV) in the presence of NaH in DMF, yielding the cyclohexylmethyl ether (V). Finally, cleavage of the trityl protecting groups of (V) with HCl in THF provided the title compound as the dihydrochloride salt.
| 【1】 Gynther, J.; Laitinen, J.T.; Kotisaari, S.; Tuomisto, L.; Mannistö, P.T.; Kovalainen, J.T.; Christiaans, A.M.; Synthesis and in vitro pharmacology of a series of new chiral histamine H3-receptor ligands: 2-(R and S)-amino-3-(1H-imidazol-4(5)-yl)propyl ether derivatives. J Med Chem 1999, 42, 7, 1193. |
| 【2】 Kovalainen, J.T.; et al.; Investigation of the stereospecificity of the histamine H3-receptor with a series of new enantiomeric ligands. 15th European Federation for Medicinal Chemistry International Symposium on Medicinal Chemistry (Sept 6 1998, Edinburgh) 1998, Abst P.34. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| 28630 | Triphenylchloromethane; 1-[Chloro(diphenyl)methyl]benzene; Trityl chloride | 76-83-5 | C19H15Cl | 详情 | 详情 | |
| (I) | 23048 | methyl (2S)-2-amino-3-(1H-imidazol-4-yl)propanoate | C7H11N3O2 | 详情 | 详情 | |
| (II) | 34449 | methyl (2S)-2-(tritylamino)-3-(1-trityl-1H-imidazol-4-yl)propanoate | C45H39N3O2 | 详情 | 详情 | |
| (III) | 34450 | (2S)-2-(tritylamino)-3-(1-trityl-1H-imidazol-4-yl)-1-propanol | C44H39N3O | 详情 | 详情 | |
| (IV) | 31767 | 1-(bromomethyl)cyclohexane | 2550-36-9 | C7H13Br | 详情 | 详情 |
| (V) | 34451 | N-[(1S)-2-(cyclohexylmethoxy)-1-[(1-trityl-1H-imidazol-4-yl)methyl]ethyl]-N-tritylamine; (2S)-1-(cyclohexylmethoxy)-N-trityl-3-(1-trityl-1H-imidazol-4-yl)-2-propanamine | C51H51N3O | 详情 | 详情 |
Extended Information