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【结 构 式】 
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【分子编号】45001 【品名】 【CA登记号】 |
【 分 子 式 】C9H17BFNO 【 分 子 量 】185.0495232 【元素组成】C 58.42% H 9.26% B 5.84% F 10.27% N 7.57% O 8.65% |
合成路线1
该中间体在本合成路线中的序号：(V)The Horner-Emmons condensation of 3-quinuclidinone (I) with triethyl 2-fluoro-2-phosphonoacetate (II) produced the unsaturated ester (III). The amino-borane complex (IV) was then obtained by treatment of (III) with borane in THF. Ester group of (IV) reduction by means of sodium bis(2-methoxyethoxy)aluminium hydride gave the allylic alcohol (V), which was converted into chloride (VI) by treatment with mesyl chloride in the presence of LiCl. Condensation of chloride (VI) with 2-hydroxycarbazole (VII) yielded ether (VIII). After acid cleavage of the amino-borane complex (VIII), the title compound was isolated as the hydrochloride salt.
| 【1】 Isaka, M.; Ishihara, T.; Matsuda, K.; Kakuta, H.; Moritani, H. (Yamanouchi Pharmaceutical Co., Ltd.); Novel quinuclidine derivs. having tricyclic fused hetero ring. EP 0812840; WO 9626938 . |
| 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) | 16925 | 3-quinuclidinone; 1-azabicyclo[2.2.2]octan-3-one | 1193-65-3 | C7H11NO | 详情 | 详情 |
| (II) | 18192 | ethyl 2-(diethoxyphosphoryl)-2-fluoroacetate | 2356-16-3 | C8H16FO5P | 详情 | 详情 |
| (III) | 44999 | ethyl 2-(1-azabicyclo[2.2.2]oct-3-ylidene)-2-fluoroacetate | C11H16FNO2 | 详情 | 详情 | |
| (IV) | 45000 | C11H19BFNO2 | 详情 | 详情 | ||
| (V) | 45001 | C9H17BFNO | 详情 | 详情 | ||
| (VI) | 45002 | C9H16BClFN | 详情 | 详情 | ||
| (VII) | 45003 | 9H-carbazol-2-ol | C12H9NO | 详情 | 详情 | |
| (VIII) | 45004 | C21H24BFN2O | 详情 | 详情 |