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【结 构 式】 
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【药物名称】RU-84687 【化学名称】N2-Acetyl-N1-[1-(biphenyl-4-ylmethyl)-2-oxoperhydroazepin-3(S)-yl]-3-formyl-4-O-phosphono-L-tyrosinamide 【CA登记号】 【 分 子 式 】C31H34N3O8P 【 分 子 量 】607.60573 |
【开发单位】Aventis Pharma (Originator) 【药理作用】Bone Diseases, Treatment of, METABOLIC DRUGS, Treatment of Osteoporosis, Src Kinase Inhibitors |
合成路线1
Alkylation of 2-(Boc-amino)caprolactam (I) with 4-(bromomethyl)biphenyl (II) in the presence of KOH and tetrabutylammonium iodide produced the N-(biphenylylmethyl) lactam (III). After Boc group cleavage with trifluoroacetic acid, the resulting amino lactam (IV) was coupled with the tyrosine derivative (V) using BOP to furnish the corresponding amide.
| 【1】 Mandine, E.; Baholet, I.; Deprez, P.; et al.; SAR and rational design of Src SH2 binders around a heterocyclic scaffold identification of RU84687, a subnanomolar and Src SH2 selective binder. 16th Int Symp Med Chem (Sept 18 2000, Bologna) 2000, Abst PA-17. |
| 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) | 42810 | L-(-)-N-alpha-Boc-amino-epsilon-caprolactam; tert-butyl (3S)-2-oxoazepanylcarbamate | 76944-95-1 | C11H20N2O3 | 详情 | 详情 |
| (II) | 31210 | 4-(bromomethyl)-1,1'-biphenyl | 2567-29-5 | C13H11Br | 详情 | 详情 |
| (III) | 44317 | tert-butyl (3S)-1-([1,1'-biphenyl]-4-ylmethyl)-2-oxoazepanylcarbamate | C24H30N2O3 | 详情 | 详情 | |
| (IV) | 44318 | (3S)-3-amino-1-([1,1'-biphenyl]-4-ylmethyl)-2-azepanone | C19H22N2O | 详情 | 详情 | |
| (V) | 44319 | (2S)-2-(acetamido)-3-[3-formyl-4-(phosphonooxy)phenyl]propionic acid | C12H14NO8P | 详情 | 详情 |
Extended Information