|
【结 构 式】 
|
【分子编号】20964 【品名】6-[[(benzyloxy)carbonyl]amino]hexanoic acid 【CA登记号】1947-00-8 |
【 分 子 式 】C14H19NO4 【 分 子 量 】265.3092 【元素组成】C 63.38% H 7.22% N 5.28% O 24.12% |
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：(I)N-(Benzyloxycarbonyl)-6-aminocaproic acid (I) is reacted with 1,8-octanediamine (II) to give amide (III). The protecting group can be removed either by hydrogenolysis or by gaseous HBr affording (IV), which is reduced with borane-methyl sulfide complex to yield N,N'-bis(6-aminohexyl)-1,8-octanediamine (V). Condensation of (V) with 2-methoxybenzaldehyde and subsequent reduction of the intermediate Schiff base gives methoctramine. However, methoctramine can be prepared more conveniently by transforming (IV) to (VI) followed by reduction of amide groups with borane.
| 【1】 Melchiorre, C.; Minarini, A.; Quaglia, W.; Tumiatti, V.; METHOCTRAMINE. Drugs Fut 1989, 14, 7, 628. |
| 【2】 Quaglia, W.; Melchiorre, C.; Cassinelli, A.; Differential blockade of muscarinic receptor subtypes by polymethylene tetraamines. Novel class of selective antagonists of cardiac M2 muscarinic receptors. J Med Chem 1987, 30, 1, 201. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| 12568 | 2-Methoxybenzaldehyde; o-Methoxybenzaldehyde | 135-02-4 | C8H8O2 | 详情 | 详情 | |
| (I) | 20964 | 6-[[(benzyloxy)carbonyl]amino]hexanoic acid | 1947-00-8 | C14H19NO4 | 详情 | 详情 |
| (II) | 20965 | 1,8-octanediamine; 8-aminooctylamine | 373-44-4 | C8H20N2 | 详情 | 详情 |
| (III) | 20966 | benzyl 6,17,24-trioxo-26-phenyl-25-oxa-7,16,23-triazahexacos-1-ylcarbamate | C36H54N4O6 | 详情 | 详情 | |
| (IV) | 20967 | 6-amino-N-[8-[(6-aminohexanoyl)amino]octyl]hexanamide | C20H42N4O2 | 详情 | 详情 | |
| (V) | 20968 | N(1),N(8)-bis(6-aminohexyl)-1,8-octanediamine; N-(6-aminohexyl)-N-[8-[(6-aminohexyl)amino]octyl]amine | C20H46N4 | 详情 | 详情 | |
| (VI) | 20969 | 6-[(2-methoxybenzyl)amino]-N-[8-([6-[(2-methoxybenzyl)amino]hexanoyl]amino)octyl]hexanamide | C36H58N4O4 | 详情 | 详情 |
Extended Information