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【结 构 式】 
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【分子编号】47329 【品名】methyl (2S)-6-[(tert-butoxycarbonyl)amino]-2-[([[4-(trifluoromethyl)benzyl]oxy]carbonyl)amino]hexanoate 【CA登记号】 |
【 分 子 式 】C21H29F3N2O6 【 分 子 量 】462.4663496 【元素组成】C 54.54% H 6.32% F 12.32% N 6.06% O 20.76% |
合成路线1
该中间体在本合成路线中的序号：(III)Reaction of 4-(trifluoromethyl)benzyl alcohol (I) with DSC followed by coupling with partially protected lysine (II) affords carbamate (III), which is converted into derivative (V) first by Boc removal with HCl/dioxane in dichloromethane followed by coupling with Boc-Gly-OH (IV) by means of EDCl and DIEA. Boc removal of compound (V) with HCl/dioxane in dichloromethane, followed by condensation with isophthaloyl dichloride (VI) by means of DIEA in DMF, gives compound (VII), which is finally subjected to methyl ester saponification with LiOH in THF/MeOH to provide the desired product.
| 【1】 Boger, D.L.; et al.; Identification of a novel class of small-molecule antiangiogenic agents through the screening of combinatorial libraries which function by inhibiting the binding and localization of proteinase MMP2 to integrin alphavbeta3. J Am Chem Soc 2001, 123, 7, 1280. |
| 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) | 47327 | [4-(trifluoromethyl)phenyl]methanol | 349-95-1 | C8H7F3O | 详情 | 详情 |
| (II) | 47328 | methyl (2S)-2-amino-6-[(tert-butoxycarbonyl)amino]hexanoate | C12H24N2O4 | 详情 | 详情 | |
| (III) | 47329 | methyl (2S)-6-[(tert-butoxycarbonyl)amino]-2-[([[4-(trifluoromethyl)benzyl]oxy]carbonyl)amino]hexanoate | C21H29F3N2O6 | 详情 | 详情 | |
| (IV) | 18066 | N-alpha-t-BOC-glycine; 2-[(tert-butoxycarbonyl)amino]acetic acid | 4530-20-5 | C7H13NO4 | 详情 | 详情 |
| (V) | 47330 | methyl (2S)-6-([2-[(tert-butoxycarbonyl)amino]acetyl]amino)-2-[([[4-(trifluoromethyl)benzyl]oxy]carbonyl)amino]hexanoate | C23H32F3N3O7 | 详情 | 详情 | |
| (VI) | 12501 | Isophthaloyl dichloride | 99-63-8 | C8H4Cl2O2 | 详情 | 详情 |
| (VII) | 47331 | methyl (2S)-6-([2-[(3-[(10S)-10-(methoxycarbonyl)-4,12-dioxo-14-[4-(trifluoromethyl)phenyl]-13-oxa-2,5,11-triazatetradec-1-anoyl]benzoyl)amino]acetyl]amino)-2-[([[4-(trifluoromethyl)benzyl]oxy]carbonyl)amino]hexanoate | C44H50F6N6O12 | 详情 | 详情 |