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【结 构 式】

【分子编号】29550

【品名】tert-butyl cyclohexylmethyl(2-[methyl[2-(2-pyridinyl)ethyl]amino]-2-oxoethyl)carbamate

【CA登记号】

【 分 子 式 】C22H35N3O3

【 分 子 量 】389.53832

【元素组成】C 67.83% H 9.06% N 10.79% O 12.32%

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:(XXI)

The intermediate amine (X) has been obtained as follows: The reaction of ethyl 2-bromoacetate (XV) with cyclohexylmethylamine (XVI) by means of Et3N in THF gives the N-(cyclohexylmethyl)glycine ethyl ester (XVII), which is protected with (Boc)2O in dichloromethane yielding (XVIII). The hydrolysis of (XVIII) with NaOH in water gives the corresponding free acid (XIX), which is condensed with 2-[2-(methylamino)ethyl]pyridine (XX) by means of BOP-PF6 and DIEA in DMF to provide the amide (XXI). Finally, this compound is deprotected with HCl in dioxane/water to obtain the ddesired intermediate (X).

1 Simoneau, B.; Lavallee, P.; Anderson, P.C.; et al.; Discovery of non-peptidic P2-P3 butanediamide renin inhibitors with high oral efficacy. Bioorg Med Chem 1999, 7, 3, 489.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(X) 29540 2-[(cyclohexylmethyl)amino]-N-methyl-N-[2-(2-pyridinyl)ethyl]acetamide C17H27N3O 详情 详情
(XV) 16640 Ethyl 2-bromoacetate; Ethyl bromoacetate 105-36-2 C4H7BrO2 详情 详情
(XVI) 29545 cyclohexylmethanamine; cyclohexylmethylamine 3218-02-8 C7H15N 详情 详情
(XVII) 29546 ethyl 2-[(cyclohexylmethyl)amino]acetate C11H21NO2 详情 详情
(XVIII) 29547 ethyl 2-[(tert-butoxycarbonyl)(cyclohexylmethyl)amino]acetate C16H29NO4 详情 详情
(XIX) 29548 2-[(tert-butoxycarbonyl)(cyclohexylmethyl)amino]acetic acid C14H25NO4 详情 详情
(XX) 29549 N-methyl-2-(2-pyridinyl)-1-ethanamine; N-methyl-N-[2-(2-pyridinyl)ethyl]amine 5579-84-0 C8H12N2 详情 详情
(XXI) 29550 tert-butyl cyclohexylmethyl(2-[methyl[2-(2-pyridinyl)ethyl]amino]-2-oxoethyl)carbamate C22H35N3O3 详情 详情
Extended Information