|
【结 构 式】 
|
【分子编号】46966 【品名】3-[6-(1,2-dimethyl-1,2-diboriran-3-yl)-1,2,3,4,5,6-hexamethylhexaboranyl]-1,2-dimethyl-1,2-diborirane-3-carbonyl chloride 【CA登记号】 |
【 分 子 式 】C13H31B10ClO 【 分 子 量 】346.95124 【元素组成】C 45% H 9.01% B 31.16% Cl 10.22% O 4.61% |
合成路线1
该中间体在本合成路线中的序号：(IV)Methylation of 1,12-dicarba-closo-dodecaborane (I) with methyl triflate at 130 C in a sealed vessel afforded the decamethyl borane (II). Lithiation of (II) with methyllithium and subsequent quenching with CO2 produced the carboxylic acid (III), which was further converted to the corresponding acid chloride (IV) by treatment with SOCl2. Condensation of acid chloride (IV) with ethyl 4-aminobenzoate (V) in o-dichlorobenzene at 180 C gave amide (VI). Finally, basic hydrolysis of the ethyl ester group of (VI) furnished the title carboxylic acid.
| 【1】 Endo, Y.; et al.; Functionalization of polymethylcarboranes. Preparation and reactivity of 2,3,4,5,6,7,8,9,10,11-decamethyl-1,12-dicarba-closo-dodecaborane(12)-1-carboxylic acid. Chem Pharm Bull 1999, 47, 5, 699. |
| 【2】 Kagechika, H.; Yaguchi, K.; Kawachi, E.; Endo, Y.; Polymethylcarborane as a novel biactive moiety: Derivatives with potent retinoid antagonistic activity. Bioorg Med Chem Lett 2000, 10, 15, 1733. |
| 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) | 46964 | 3-[6-(1,2-dimethyl-1,2-diboriran-3-yl)-1,2,3,4,5,6-hexamethylhexaboranyl]-1,2-dimethyl-1,2-diborirane | C12H32B10 | 详情 | 详情 | |
| (III) | 46965 | 3-[6-(1,2-dimethyl-1,2-diboriran-3-yl)-1,2,3,4,5,6-hexamethylhexaboranyl]-1,2-dimethyl-1,2-diborirane-3-carboxylic acid | C13H32B10O2 | 详情 | 详情 | |
| (IV) | 46966 | 3-[6-(1,2-dimethyl-1,2-diboriran-3-yl)-1,2,3,4,5,6-hexamethylhexaboranyl]-1,2-dimethyl-1,2-diborirane-3-carbonyl chloride | C13H31B10ClO | 详情 | 详情 | |
| (V) | 16498 | Benzocaine; ethyl 4-aminobenzoate | 94-09-7 | C9H11NO2 | 详情 | 详情 |
| (VI) | 46967 | ethyl 4-[([3-[6-(1,2-dimethyl-1,2-diboriran-3-yl)-1,2,3,4,5,6-hexamethylhexaboranyl]-1,2-dimethyl-1,2-diboriran-3-yl]carbonyl)amino]benzoate | C22H41B10NO3 | 详情 | 详情 |