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【结 构 式】 
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【分子编号】32552 【品名】methyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-(2',6'-dimethoxy[1,1'-biphenyl]-4-yl)propanoate 【CA登记号】 |
【 分 子 式 】C23H29NO6 【 分 子 量 】415.4864 【元素组成】C 66.49% H 7.04% N 3.37% O 23.1% |
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)In an alternative procedure, N-Boc-L-tyrosine methyl ester (VIII) was treated with trifluoromethanesulfonic anhydride to afford triflate (IX). Suzuki coupling of (IX) with boronic acid (VI) produced biphenyl (X). After deprotection of the Boc group of (X) with trifluoroacetic acid, the resulting aminoester (XI) was acylated with acid chloride (III) to give amide (XII). The title compound was then obtained by hydrolysis of the methyl ester of (XII) with LiOH.
| 【1】 Sircar, I.; et al.; Synthesis and SAR of N-benzoyl-L-biphenylalanine derivatives: Discovery of TR-14035, a dual alpha4beta7/alpha4beta1 integrin antagonist. Bioorg Med Chem 2002, 10, 6, 2051. |
| 【2】 Hattfield, L.D.; Sircar, I.; McNutly, A.; Naubauer, B.; Discovery of TR-14035: An orally active dual alpha4beta7/alpha4beta1 integrin antagonist. 218th ACS Natl Meet (Aug 22 1999, New Orleans) 1999, Abst MEDI 59. |
| 【3】 Sircar, I.; Liang, J.T.; Martin, R.; et al.; SAR of TR-14035: An orally active dual alpha4beta7/alpha4beta1 integrin antagonist. 218th ACS Natl Meet (Aug 22 1999, New Orleans) 1999, Abst MEDI 60. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (III) | 25087 | 2,6-dichlorobenzoyl chloride | 4659-45-4 | C7H3Cl3O | 详情 | 详情 |
| (VI) | 32549 | 2,6-dimethoxyphenylboronic acid | 23112-96-1 | C8H11BO4 | 详情 | 详情 |
| (VIII) | 19875 | methyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-(4-hydroxyphenyl)propanoate | 4326-36-7 | C15H21NO5 | 详情 | 详情 |
| (IX) | 32551 | methyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-(4-[[(trifluoromethyl)sulfonyl]oxy]phenyl)propanoate | C16H20F3NO7S | 详情 | 详情 | |
| (X) | 32552 | methyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-(2',6'-dimethoxy[1,1'-biphenyl]-4-yl)propanoate | C23H29NO6 | 详情 | 详情 | |
| (XI) | 32553 | methyl (2S)-2-amino-3-(2',6'-dimethoxy[1,1'-biphenyl]-4-yl)propanoate | C11H16N2O4S | 详情 | 详情 | |
| (XII) | 32554 | methyl (2S)-2-[(2,6-dichlorobenzoyl)amino]-3-(2',6'-dimethoxy[1,1'-biphenyl]-4-yl)propanoate | C25H23Cl2NO5 | 详情 | 详情 |
Extended Information