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【结 构 式】 
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【分子编号】33781 【品名】bis(4-fluorophenyl)(1-trityl-4-piperidinyl)methanol 【CA登记号】 |
【 分 子 式 】C37H33F2NO 【 分 子 量 】545.6719664 【元素组成】C 81.44% H 6.1% F 6.96% N 2.57% O 2.93% |
合成路线1
该中间体在本合成路线中的序号：(V)Ethyl isonipecotate (I) was protected as the N-trityl derivative (II) using triphenylmethyl chloride and triethylamine. Addition of Grignard reagent (IV) (prepared from 1-bromo-4-fluorobenzene (III) and magnesium in Et2O) to (II) produced the diaryl carbinol (V). Alcohol dehydration with simultaneous trityl group cleavage under acidic conditions yielded 4-[bis(4-fluorophenyl)methylene]piperidine (VI). 4-Chlorobutyrylpyrrolidine (IX), prepared by coupling of 4-chlorobutyryl chloride (VII) and pyrrolidine (VIII), was then condensed with piperidine (VI) to yield the target compound.
| 【1】 Rae, D.R.; Jaap, D.R. (Akzo Nobel N.V.); Diphenylmethylene piperidine derivs.. EP 0842170; JP 1999508907; US 5935974; WO 9703065 . |
| 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) | 17410 | Ethyl isonipecotate; ethyl 4-piperidinecarboxylate | 1126-09-6 | C8H15NO2 | 详情 | 详情 |
| (II) | 33780 | ethyl 1-trityl-4-piperidinecarboxylate | C27H29NO2 | 详情 | 详情 | |
| (III) | 29012 | 1-bromo-4-fluorobenzene | 460-00-4 | C6H4BrF | 详情 | 详情 |
| (IV) | 13643 | 4-fluorophenyl magnesium bromide;Bromo(4-fluorophenyl)magnesium;bromo(p-fluorophenyl)Magnesium;p-Fluorophenylmagnesium bromide | 352-13-6 | C6H4BrFMg | 详情 | 详情 |
| (V) | 33781 | bis(4-fluorophenyl)(1-trityl-4-piperidinyl)methanol | C37H33F2NO | 详情 | 详情 | |
| (VI) | 24706 | 4-[bis(4-fluorophenyl)methylene]piperidine | C18H17F2N | 详情 | 详情 | |
| (VII) | 11265 | 4-Chlorobutanoyl chloride; 4-Chlorobutyric acid chloride | 4635-59-0 | C4H6Cl2O | 详情 | 详情 |
| (VIII) | 11376 | Pyrrolidine | 123-75-1 | C4H9N | 详情 | 详情 |
| (IX) | 33782 | 4-chloro-1-(1-pyrrolidinyl)-1-butanone | C8H14ClNO | 详情 | 详情 |