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【结 构 式】 
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【分子编号】63975 【品名】1,5-di(tert-butyl)-3-iodo-2-propoxybenzene; 2,4-di(tert-butyl)-6-iodophenyl propyl ether 【CA登记号】 |
【 分 子 式 】C17H27IO 【 分 子 量 】374.30525 【元素组成】C 54.55% H 7.27% I 33.9% O 4.27% |
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：(II)Alkylation of 2,4-di-tert-butyl-6-iodophenol (I) with bromopropane by means of NaH (1) or CsF (2) provides the corresponding propyl ether (II). Subsequent Suzuki coupling of aryl iodide (II) with 2-formylbenzeneboronic acid (III) leads to the biphenyl aldehyde (IV). This is then condensed with phosphonate (V) producing the dienoate ester (VI). Finally, the ethyl ester group of (VI) is hydrolyzed with LiOH to the target carboxylic acid (1,2).
| 【1】 Chen, J-H.; Michellys, P-Y.; Ardecky, R.J.; Tyhonas, J.S.; Leibowitz, M.D.; Liu, S.; Rungta, D.; D'Arrigo, J.; Mais, D.E.; Miller, A.; Grese, T.A.; Mapes, C.M.; Thompson, A.W.; Boehm, M.F.; Ogilvie, K.M.; Karanewsky, D.S.; RXR modulators. Design and synthesis of new RXR-selective phenyl- and pyridine-locked dienoic acids for the treatment of type 2 diabetes. 225th ACS Natl Meet (March 23 2003, New Orleans) 2003, Abst MEDI 262. |
| 【2】 Jones, T.K.; Ardecky, R.J.; Boehm, M.F.; Hamann, L.G.; Thompson, A.J.; Michellys, P.-Y.; Tyhonas, J.S.; Faulkner, A.L.; Mapes, C.M.; Chen, J.-H. (Ligand Pharmaceuticals, Inc.); RXR modulators with improved pharmacologic profile. EP 1216221; WO 0119770 . |
| 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) | 63974 | 2,4-di(tert-butyl)-6-iodophenol | C14H21IO | 详情 | 详情 | |
| (II) | 63975 | 1,5-di(tert-butyl)-3-iodo-2-propoxybenzene; 2,4-di(tert-butyl)-6-iodophenyl propyl ether | C17H27IO | 详情 | 详情 | |
| (III) | 45993 | 2-formylphenylboronic acid | 40138-16-7 | C7H7BO3 | 详情 | 详情 |
| (IV) | 63976 | 3',5'-di(tert-butyl)-2'-propoxy[1,1'-biphenyl]-2-carbaldehyde | C24H32O2 | 详情 | 详情 | |
| (V) | 44704 | ethyl (E)-4-(diethoxyphosphoryl)-3-methyl-2-butenoate | 41891-54-7 | C11H21O5P | 详情 | 详情 |
| (VI) | 63977 | ethyl (2E,4E)-5-[3',5'-di(tert-butyl)-2'-propoxy[1,1'-biphenyl]-2-yl]-3-methyl-2,4-pentadienoate | C31H42O3 | 详情 | 详情 |
Extended Information