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【结 构 式】 
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【分子编号】59262 【品名】(3aS,4R,8R,8aS)-4,8-dibenzyl-2,2-dimethyl-5,7-bis(3-nitrobenzyl)hexahydro-6H-[1,3]dioxolo[4,5-e][1,3]diazepin-6-one 【CA登记号】 |
【 分 子 式 】C36H36N4O7 【 分 子 量 】636.7046 【元素组成】C 67.91% H 5.7% N 8.8% O 17.59% |
合成路线1
该中间体在本合成路线中的序号：(XIV)In an alternative method, the diamino ketal (XI) was subjected to reductive alkylation with m-nitrobenzaldehyde (XII) using sodium cyanoborohydride, sodium triacetoxyborohydride, or pyridine-borane complex as the reducing reagents to produce the bis-benzylamine (XIII). Cyclization of diamine (XIII) to urea (XIV) was accomplished by means of either phosgene or triphosgene in the presence of diisopropyl ethylamine. Subsequent ketal hydrolysis in (XIV) with methanesulfonic acid in MeOH yielded the dinitro precursor (X), which was finally reduced to the title compound by the same method as above.
| 【1】 Confalone, P.N.; Smyser, T.E. (Bristol-Myers Squibb Co.); Method for preparing N,N'-disubstd. cyclic ureas. WO 9639393 . |
| 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) | 59260 | (4R,5S,6S,7R)-4,7-dibenzyl-5,6-dihydroxy-1,3-bis(3-nitrobenzyl)-1,3-diazepan-2-one | C33H32N4O7 | 详情 | 详情 | |
| (XI) | 18091 | (1S)-1-[(4R,5R)-5-[(1S)-1-amino-2-phenylethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]-2-phenylethylamine; (1S)-1-[(4R,5R)-5-[(1S)-1-amino-2-phenylethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]-2-phenyl-1-ethanamine | C21H28N2O2 | 详情 | 详情 | |
| (XII) | 12646 | 3-Nitrobenzaldehyde | 99-61-6 | C7H5NO3 | 详情 | 详情 |
| (XIII) | 59261 | (1R)-1-((4S,5S)-2,2-dimethyl-5-{(1R)-1-[(3-nitrobenzyl)amino]-2-phenylethyl}-1,3-dioxolan-4-yl)-N-(3-nitrobenzyl)-2-phenyl-1-ethanamine; N-[(1R)-1-((4S,5S)-2,2-dimethyl-5-{(1R)-1-[(3-nitrobenzyl)amino]-2-phenylethyl}-1,3-dioxolan-4-yl)-2-phenylethyl]-N-(3-nitrobenzyl)amine | C35H38N4O6 | 详情 | 详情 | |
| (XIV) | 59262 | (3aS,4R,8R,8aS)-4,8-dibenzyl-2,2-dimethyl-5,7-bis(3-nitrobenzyl)hexahydro-6H-[1,3]dioxolo[4,5-e][1,3]diazepin-6-one | C36H36N4O7 | 详情 | 详情 |