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【结 构 式】 
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【分子编号】17388 【品名】N'-[(1S,2S)-2-hydroxycyclohexyl]-N-neopentyl-N-nonylurea 【CA登记号】 |
【 分 子 式 】C21H42N2O2 【 分 子 量 】354.57676 【元素组成】C 71.14% H 11.94% N 7.9% O 9.02% |
合成路线1
该中间体在本合成路线中的序号：(II)By esterification of the acetonide of pantothenic acid (I) with (1S,2S)-2-[3-(2,2-dimethylpropyl)-3-nonylureido]-cyclohexanol (II) by means of dimethylaminopyridine (DMAP) and tosyl chloride in ethyl acetate (1) or DMAP and dicyclohexylcarbodiimide (DCC) in refluxing toluene (2). The starting compounds (I) and (II) have been prepared as follows: 1) The cyclization of pantothenic acid calcium salt (III) with 2,2-dimethoxypropane (IV) by means of oxalic acid and p-toluenesulfonic acid in refluxing acetones gives the acetonide (I). 2) The condensation of the carbamate (V) with the secondary amine (VI) by heating at 120 C yields the urea derivative (II).
| 【1】 Ikawa, H.; Matsumoto, H.; Kobayashi, N.; Kusunoki, J. (UCB Japan); Pantothenic acid derivs. EP 0421441; JP 1991218340; JP 1991218350; JP 1991218366; US 5120738 . |
| 【2】 Ikawa, H.; Matsumoto, H. (UCB Japan); Methods of producing pantothenic acid deriv. and its starting materials for producing the same. EP 0612740 . |
| 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) | 17387 | 3-[[(2,2,5,5-tetramethyl-1,3-dioxan-4-yl)carbonyl]amino]propionic acid | C12H21NO5 | 详情 | 详情 | |
| (II) | 17388 | N'-[(1S,2S)-2-hydroxycyclohexyl]-N-neopentyl-N-nonylurea | C21H42N2O2 | 详情 | 详情 | |
| (III) | 17389 | 3-[(2,4-dihydroxy-3,3-dimethylbutanoyl)amino]propanoate | C18H32N2O10 | 详情 | 详情 | |
| (IV) | 10722 | 1-Methoxy-1-methylethyl methyl ether; 2,2-Dimethoxypropane | 77-76-9 | C5H12O2 | 详情 | 详情 |
| (V) | 17391 | phenyl N-[(1S,2S)-2-hydroxycyclohexyl]carbamate | C13H17NO3 | 详情 | 详情 | |
| (VI) | 17392 | N-neopentyl-1-nonanamine; N-neopentyl-N-nonylamine | C14H31N | 详情 | 详情 |