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【结 构 式】 
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【分子编号】59546 【品名】tert-butyl 4-(4-{4-[(2S)-2-amino-3-methoxy-3-oxopropyl]phenoxy}butyl)-1-piperidinecarboxylate 【CA登记号】 |
【 分 子 式 】C24H38N2O5 【 分 子 量 】434.5762 【元素组成】C 66.33% H 8.81% N 6.45% O 18.41% |
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：(XIII)Acid (XI) was converted to the methyl ester (XII) by alkylation with iodomethane in the presence of Cs2CO3. After removal of the N-Cbz group of (XII) by catalytic hydrogenolysis, the resultant amine (XIII) was acylated by butanesulfonyl chloride (XIV) producing sulfonamide (XV). Saponification of the ester group of (XV) with LiOH gave acid (XVI). The N-Boc group of (XVI) was finally cleaved by treatment with HCl in EtOAc.
| 【1】 Egbertson, M.S.; Hartman, G.D.; Halczenko, W.; Laswell, W.L.; Duggan, M.E. (Merck & Co., Inc.); Novel sulfonamide fibrinogen receptor antagonists. WO 9319046 . |
| 【2】 Egbertson, M.S.; Laswell, W.L.; Hartman, G.D.; Duggan, M.E.; Halczenko, W. (Merck & Co., Inc.); Novel sulfonamide fibrinogen receptor antagonists. EP 0478363; EP 0743302; JP 1992288051; US 5292756 . |
| 【3】 Egbertson, M.S.; Chang, C.T.C.; Duggan, M.E.; et al.; Non-peptide fibrinogen receptor antagonists. 2. Optimization of a tyrosine template as a mimic for Arg-Gly-Asp. J Med Chem 1994, 37, 16, 2537. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XI) | 59544 | (2S)-2-{[(benzyloxy)carbonyl]amino}-3-(4-{4-[1-(tert-butoxycarbonyl)-4-piperidinyl]butoxy}phenyl)propanoic acid | C31H42N2O7 | 详情 | 详情 | |
| (XII) | 59545 | tert-butyl 4-{4-[4-((2S)-2-{[(benzyloxy)carbonyl]amino}-3-methoxy-3-oxopropyl)phenoxy]butyl}-1-piperidinecarboxylate | C32H44N2O7 | 详情 | 详情 | |
| (XIII) | 59546 | tert-butyl 4-(4-{4-[(2S)-2-amino-3-methoxy-3-oxopropyl]phenoxy}butyl)-1-piperidinecarboxylate | C24H38N2O5 | 详情 | 详情 | |
| (XIV) | 26779 | 1-butanesulfonyl chloride | 2386-60-9 | C4H9ClO2S | 详情 | 详情 |
| (XV) | 59547 | tert-butyl 4-[4-(4-{(2S)-2-[(butylsulfonyl)amino]-3-methoxy-3-oxopropyl}phenoxy)butyl]-1-piperidinecarboxylate | C28H46N2O7S | 详情 | 详情 | |
| (XVI) | 59548 | (2S)-3-(4-{4-[1-(tert-butoxycarbonyl)-4-piperidinyl]butoxy}phenyl)-2-[(butylsulfonyl)amino]propanoic acid | C27H44N2O7S | 详情 | 详情 |
Extended Information