|
【结 构 式】 
|
【分子编号】60408 【品名】2,3,4-trifluorophenol 【CA登记号】 |
【 分 子 式 】C6H3F3O 【 分 子 量 】148.0844296 【元素组成】C 48.67% H 2.04% F 38.49% O 10.8% |
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：(VII)Condensation of ethyl 4-hydroxy-3-methylbenzofuran-2-carboxylate (I) with 1,3-dibromopropane (II) affords the benzofuran bromopropyl ether (III). Subsequent displacement of bromide (III) with 3-picolylamine (IV) yields amine (V). The ester group of (V) is then reduced with LiAlH4 to furnish alcohol (VI). Finally, Mitsunobu coupling between alcohol (VI) and 2,3,4-trifluorophenol (VII) in the presence of 1,1'-(azodicarbonyl)dipiperidine (ADDP) and tributylphosphine provides the title compound
| 【1】 Ebiike, H.; Masubuchi, M.; Kawasaki, K.-I.; et al.; Design and synthesis of novel N-myristoyltransferase inhibitors as antifungal agents. 224th ACS Natl Meet (Aug 18 2002, Boston) 2002, Abst MEDI 56. |
| 【2】 Ebiike, H.; Masubuchi, M.; Liu, P.; Kawasaki, K.,-I.; Morikami, K.; Sogabe, S.; Hayase, M.; Fujii, T.; Sakata, K.; Shindoh, H.; Shiratori, Y.; Aoki, Y.; Ohtsuka, T.; Shimma, N.; Design and synthesis of novel benzofurans as a new class of antifungal agents targeting fungal N-myristoyltransferase. Part 2. Bioorg Med Chem Lett 2002, 12, 4, 607. |
| 【3】 Fujii, T.; Tsujii, S.; Liu, P.; Ohtsuka, T.; Ebiike, H.; Masubuchi, M.; Aoki, Y.; Kawasaki, K. (F. Hoffmann-La Roche AG); Novel bicyclic cpds.. US 6376491; WO 0037464 . |
| 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) | 52126 | ethyl 4-hydroxy-3-methyl-1-benzofuran-2-carboxylate | C12H12O4 | 详情 | 详情 | |
| (II) | 12581 | 1,3-Dibromopropane | 109-64-8 | C3H6Br2 | 详情 | 详情 |
| (III) | 52127 | ethyl 4-(3-bromopropoxy)-3-methyl-1-benzofuran-2-carboxylate | C15H17BrO4 | 详情 | 详情 | |
| (IV) | 18731 | 3-pyridinylmethanamine; 3-pyridinylmethylamine | 3731-52-0 | C6H8N2 | 详情 | 详情 |
| (V) | 52875 | ethyl 3-methyl-4-{3-[(3-pyridinylmethyl)amino]propoxy}-1-benzofuran-2-carboxylate | C21H24N2O4 | 详情 | 详情 | |
| (VI) | 53876 | N-(5,6-dimethoxy-2,3-dihydro-1H-inden-2-yl)-N,N-dipropylamine; 5,6-dimethoxy-N,N-dipropyl-2-indanamine | n/a | C17H27NO2 | 详情 | 详情 |
| (VII) | 60408 | 2,3,4-trifluorophenol | C6H3F3O | 详情 | 详情 |
Extended Information