|
【结 构 式】 
|
【分子编号】42011 【品名】(3-[6-[3-(4-methoxyphenyl)-1,2-diboriran-3-yl]hexaboranyl]-1,2-diboriran-3-yl)methanol 【CA登记号】 |
【 分 子 式 】C10H20B10O2 【 分 子 量 】280.3776 【元素组成】C 42.84% H 7.19% B 38.56% O 11.41% |
合成路线1
该中间体在本合成路线中的序号：(VI)1,12-Dicarba-closo-dodecaborane (I) was lithiated with n-butyllithium in 1,2-dimethoxyethane and subsequently converted to the C-copper(I) derivative (II) with cuprous chloride. Coupling of (II) with p-iodoanisole (III) in the presence of pyridine furnished the C-arylated compound (IV). This was converted to the C-methoxycarbonyl derivative (V) via formation of the corresponding lithiocarborane, and then treatment with methyl chloroformate. Reduction of the methyl ester group with LiAlH4 produced alcohol (VI). Finally, cleavage of the methyl ether by means of boron tribromide yielded the title compound.
| 【1】 Fukasawa, H.; Endo, Y.; Shudo, K.; Yamakoshi, Y.; Yamaguchi, M.; Iijima, T.; Potent estrogenic agonists bearing dicarba-closo-dodecaborane as a hydrophobic pharmacophore. J Med Chem 1999, 42, 9, 1501. |
| 【2】 Endo, Y.; et al.; Structure-activity of estrogenic agonists bearing dicarba-closo-dodecarbone. Effect of geometry and separation distance of hydroxyl groups at the ends of molecules. Bioorg Med Chem Lett 1999, 9, 23, 3313. |
| 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) | 42007 | 3-[6-(1,2-diboriran-3-yl)hexaboranyl]-1,2-diborirane | C2H12B10 | 详情 | 详情 | |
| (II) | 42008 | [3-[6-(1,2-diboriran-3-yl)hexaboranyl]-1,2-diboriran-3-yl]copper | C2H11B10Cu | 详情 | 详情 | |
| (III) | 31009 | 1-iodo-4-methoxybenzene; 4-iodophenyl methyl ether | 696-62-8 | C7H7IO | 详情 | 详情 |
| (IV) | 42009 | 3-[6-(1,2-diboriran-3-yl)hexaboranyl]-3-(4-methoxyphenyl)-1,2-diborirane; 4-[3-[6-(1,2-diboriran-3-yl)hexaboranyl]-1,2-diboriran-3-yl]phenyl methyl ether | C9H18B10O | 详情 | 详情 | |
| (V) | 42010 | methyl 3-[6-[3-(4-methoxyphenyl)-1,2-diboriran-3-yl]hexaboranyl]-1,2-diborirane-3-carboxylate | C11H20B10O3 | 详情 | 详情 | |
| (VI) | 42011 | (3-[6-[3-(4-methoxyphenyl)-1,2-diboriran-3-yl]hexaboranyl]-1,2-diboriran-3-yl)methanol | C10H20B10O2 | 详情 | 详情 |