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【结 构 式】 
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【分子编号】41598 【品名】ethyl 2-cyclopentyl-2-hydroxy-2-phenylacetate 【CA登记号】 |
【 分 子 式 】C15H20O3 【 分 子 量 】248.322 【元素组成】C 72.55% H 8.12% O 19.33% |
合成路线1
该中间体在本合成路线中的序号：(III)The chiral precursor (IV) was obtained by two alternative procedures. Addition of cyclopentylmagnesium bromide (II) to ethyl phenylglyoxylate (I) afforded the racemic hydroxyester (III). Basic hydrolysis of the ethyl ester group of (III) gave the corresponding carboxylic acid, which was resolved using cinchonidine.
| 【1】 Yamakawa, T.; et al.; Synthesis and structure-activity-relationships of 4-acetamidopiperidines as M3 selective antagonists. 15th European Federation for Medicinal Chemistry International Symposium on Medicinal Chemistry (Sept 6 1998, Edinburgh) 1998, Abst P.294. |
| 【2】 Tsuchiya, Y.; Nomoto, T.; Ohsawa, H.; Kawakami, K.; Ohwaki, K.; Nishikibe, M. (Banyu Pharmaceutical Co., Ltd.); 1,4-Disubstd. piperidine derivs.. EP 0823423; US 5750540; WO 9633973 . |
| 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) | 41596 | ethyl 2-oxo-2-phenylacetate | 1603-79-8 | C10H10O3 | 详情 | 详情 |
| (II) | 41597 | chloro(cyclopentyl)magnesium | 32916-51-1 | C5H9ClMg | 详情 | 详情 |
| (III) | 41598 | ethyl 2-cyclopentyl-2-hydroxy-2-phenylacetate | C15H20O3 | 详情 | 详情 | |
| (IV) | 31466 | (2R)-2-cyclopentyl-2-hydroxy-2-phenylethanoic acid | C13H16O3 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(III)The chiral precursor (IV) was obtained by two alternative procedures. Addition of cyclopentylmagnesium bromide (II) to ethyl phenylglyoxylate (I) afforded the racemic hydroxyester (III). Basic hydrolysis of the ethyl ester group of (III) gave the corresponding carboxylic acid, which was resolved using cinchonidine.
| 【1】 Yamakawa, T.; et al.; Synthesis and structure-activity-relationships of 4-acetamidopiperidines as M3 selective antagonists. 15th European Federation for Medicinal Chemistry International Symposium on Medicinal Chemistry (Sept 6 1998, Edinburgh) 1998, Abst P.294. |
| 【2】 Tsuchiya, Y.; Nomoto, T.; Ohsawa, H.; Kawakami, K.; Ohwaki, K.; Nishikibe, M. (Banyu Pharmaceutical Co., Ltd.); 1,4-Disubstd. piperidine derivs.. EP 0823423; US 5750540; WO 9633973 . |
| 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) | 41596 | ethyl 2-oxo-2-phenylacetate | 1603-79-8 | C10H10O3 | 详情 | 详情 |
| (II) | 41597 | chloro(cyclopentyl)magnesium | 32916-51-1 | C5H9ClMg | 详情 | 详情 |
| (III) | 41598 | ethyl 2-cyclopentyl-2-hydroxy-2-phenylacetate | C15H20O3 | 详情 | 详情 | |
| (IV) | 31466 | (2R)-2-cyclopentyl-2-hydroxy-2-phenylethanoic acid | C13H16O3 | 详情 | 详情 |