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【结 构 式】

【分子编号】31733

【品名】ethyl 1-benzoyl-4-piperidinecarboxylate

【CA登记号】

【 分 子 式 】C15H19NO3

【 分 子 量 】261.3208

【元素组成】C 68.94% H 7.33% N 5.36% O 18.37%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(II)

Condensation of ethyl 4-piperidinecarboxylate (I) with benzoyl chloride in pyridine afforded the corresponding benzamide (II). After reduction of the ester group of (II) with NaBH4, the resulting alcohol (III) was converted to chloride (IV) by means of SOCl2. Elimination of the chlorine atom of (IV) with potassium tert-butoxide produced N-benzoyl-4-methylenepiperidine (V), which was hydrolyzed with KOH to yield 4-methylenepiperidine (VI). Finally, condensation of (VI) with the known epoxide (VII) in refluxing EtOH furnished the title compound.

1 Ogura, H.; et al.; Synthesis and antifungal activities of (2R,3R)-2-aryl-1-azolyl-3-(substituted amino)-2-butanol derivatives as topical antifungal agents. Chem Pharm Bull 1999, 47, 10, 1417.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
10463 Benzoyl chloride 98-88-4 C7H5ClO 详情 详情
(I) 17410 Ethyl isonipecotate; ethyl 4-piperidinecarboxylate 1126-09-6 C8H15NO2 详情 详情
(II) 31733 ethyl 1-benzoyl-4-piperidinecarboxylate C15H19NO3 详情 详情
(III) 31734 [4-(hydroxymethyl)-1-piperidinyl](phenyl)methanone C13H17NO2 详情 详情
(IV) 31735 [4-(chloromethyl)-1-piperidinyl](phenyl)methanone C13H16ClNO 详情 详情
(V) 31736 (4-methylene-1-piperidinyl)(phenyl)methanone C13H15NO 详情 详情
(VI) 31737 4-methylenepiperidine C6H11N 详情 详情
(VII) 31738 1-[[(2R,3S)-2-(2,4-difluorophenyl)-3-methyloxiranyl]methyl]-1H-1,2,4-triazole C12H11F2N3O 详情 详情
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