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【结 构 式】 
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【分子编号】23059 【品名】4-([[amino(imino)methyl]amino]methyl)cyclohexanecarboxylic acid 【CA登记号】 |
【 分 子 式 】C9H17N3O2 【 分 子 量 】199.253 【元素组成】C 54.25% H 8.6% N 21.09% O 16.06% |
合成路线1
该中间体在本合成路线中的序号：(I)By esterification of trans-4-guanidinomethylcyclohexanecarboxylic acid (I) with 4-tert-butylphenol (II) using dicyclohexylcarbodiimide as condensing agent.
| 【1】 Muramatsu, M.; et al.; Guanidinocyclohexanecarboxylic acid derivatives. BE 0891790; CH 652119; DE 3201817; FR 2498183; US 4465851 . |
| 【2】 Serradell, M.N.; Castaner, J.; NCO-650. Drugs Fut 1984, 9, 8, 589. |
合成路线2
该中间体在本合成路线中的序号：(III)The condensation of S-methylisothiourea (I) with trans-4-(aminomethyl)cyclohexanecarboxylic acid (II) by means of NaOH in water gives trans-4-(guanidinomethyl)cyclohexanecarboxylic acid (III) (I), which is esterified with benzyl salicylate (IV) by means of dicyclohexylcarbodiimide (DCC) or SOCl2 yielding 2-benzyloxycarbonylphenyl trans-4-(guanidinomethyl)cyclohexanecarboxylate (V). Finally, this compound is treated with cyclodextrin in aqueous solution to afford the corresponding complex.
| 【1】 Umeyama, M.; Ooi, Y.; Muramutu, M.; Miyataka, H.; Nakajima, T.; Satoh, T.; Medicinal chemical studies on synthetic protease i. Chem Pharm Bull 1985, 33, 2, 647. |
| 【2】 Villani, F.J. (Schering Corp.); Antihistaminic 11-(4-piperidylidene)-5H-benzo-[5,6. US 4282233 . |
| 【3】 Prous, J.; Castaner, J.; TA-903. Drugs Fut 1987, 12, 5, 451. |
| 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) | 10272 | [[Amino(imino)methyl]sulfanyl]methane | 2986-19-8 | C2H6N2S | 详情 | 详情 |
| (II) | 23058 | 4-(aminomethyl)cyclohexanecarboxylic acid | 1197-18-8 | C8H15NO2 | 详情 | 详情 |
| (III) | 23059 | 4-([[amino(imino)methyl]amino]methyl)cyclohexanecarboxylic acid | C9H17N3O2 | 详情 | 详情 | |
| (IV) | 23060 | benzyl salicylate | 118-58-1 | C14H12O3 | 详情 | 详情 |
| (V) | 23061 | benzyl 2-([[4-([[amino(imino)methyl]amino]methyl)cyclohexyl]carbonyl]oxy)benzoate | C23H27N3O4 | 详情 | 详情 |