【结 构 式】 |
【分子编号】56563 【品名】tert-butyl 1-benzyl-4-piperidinylcarbamate 【CA登记号】 |
【 分 子 式 】C17H26N2O2 【 分 子 量 】290.40572 【元素组成】C 70.31% H 9.02% N 9.65% O 11.02% |
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)A new synthetic route has been reported. 4-Amino-1-benzylpiperidine (I) was protected as the t-butyl carbamate (II) using Boc2O, and the N-benzyl group was subsequently removed by transfer hydrogenolysis, yielding 4-(t-butoxycarbonylamino)piperidine (III). Butyl chloroacetate (V), prepared by treatment of chloroacetyl chloride (IV) with n-butanol, was then condensed with piperidine (III) to afford (VI). After acidic cleavage of the Boc protecting group of (VI), the resultant amino piperidine (VII) was acylated with the mixed anhydride (VIII) to provide the target amide.
【1】 Sakaguchi, J.; et al.; An improved synthesis of butyl 4-[(4-amino-5-chloro-2-methoxybenzoyl)amino]-1-piperidineacetate (AU-224). Chem Pharm Bull 2001, 49, 6, 788. |
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) | 34808 | 1-Benzyl-4-piperidinylamine; 1-Benzyl-4-piperidinamine; 4-Amino-1-benzylpiperidine | 50541-93-0 | C12H18N2 | 详情 | 详情 |
(II) | 56563 | tert-butyl 1-benzyl-4-piperidinylcarbamate | C17H26N2O2 | 详情 | 详情 | |
(III) | 41601 | tert-butyl 4-piperidinylcarbamate; 4-tert-Boc-aminopiperidine | 73874-95-0 | C10H20N2O2 | 详情 | 详情 |
(IV) | 11296 | 2-Chloroacetyl chloride; Chloroacetic chloride | 79-04-9 | C2H2Cl2O | 详情 | 详情 |
(V) | 14595 | n-Butyl Chloroacetate; butyl 2-chloroacetate | 590-02-3 | C6H11ClO2 | 详情 | 详情 |
(VI) | 51930 | butyl 2-[4-[(tert-butoxycarbonyl)amino]-1-piperidinyl]acetate | C16H30N2O4 | 详情 | 详情 | |
(VII) | 51931 | butyl 2-(4-amino-1-piperidinyl)acetate | C11H22N2O2 | 详情 | 详情 | |
(VIII) | 29299 | 4-Amino-5-chloro-2-methoxybenzoic acid methoxycarbonyl anhydride | C10H10ClNO5 | 详情 | 详情 |
Extended Information