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【结 构 式】

【分子编号】41600

【品名】(2S,5R)-2-(tert-butyl)-5-cyclopentyl-5-phenyl-1,3-dioxolan-4-one

【CA登记号】

【 分 子 式 】C18H24O3

【 分 子 量 】288.38676

【元素组成】C 74.97% H 8.39% O 16.64%

与该中间体有关的原料药合成路线共 2 条

合成路线1

该中间体在本合成路线中的序号:(VII)

An alternative asymmetric procedure consisted in the LDA-promoted addition of cyclopentenone (VI) to the chiral dioxolanone (V), followed by catalytic hydrogenation to furnish (VII). The dioxolane group of (VII) was then cleaved by basic hydrolysis yielding the target (R)-hydroxyacid (IV).

1 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
(IV) 31466 (2R)-2-cyclopentyl-2-hydroxy-2-phenylethanoic acid C13H16O3 详情 详情
(V) 41599 (2S,5R)-2-(tert-butyl)-5-phenyl-1,3-dioxolan-4-one C13H16O3 详情 详情
(VI) 25950 2-cyclopenten-1-one 930-30-3 C5H6O 详情 详情
(VII) 41600 (2S,5R)-2-(tert-butyl)-5-cyclopentyl-5-phenyl-1,3-dioxolan-4-one C18H24O3 详情 详情

合成路线2

该中间体在本合成路线中的序号:(VII)

An alternative asymmetric procedure consisted in the LDA-promoted addition of cyclopentenone (VI) to the chiral dioxolanone (V), followed by catalytic hydrogenation to furnish (VII). The dioxolane group of (VII) was then cleaved by basic hydrolysis yielding the target (R)-hydroxyacid (IV).

1 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
(IV) 31466 (2R)-2-cyclopentyl-2-hydroxy-2-phenylethanoic acid C13H16O3 详情 详情
(V) 41599 (2S,5R)-2-(tert-butyl)-5-phenyl-1,3-dioxolan-4-one C13H16O3 详情 详情
(VI) 25950 2-cyclopenten-1-one 930-30-3 C5H6O 详情 详情
(VII) 41600 (2S,5R)-2-(tert-butyl)-5-cyclopentyl-5-phenyl-1,3-dioxolan-4-one C18H24O3 详情 详情
Extended Information