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【结 构 式】 
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【分子编号】51840 【品名】sodium 1-([[(cyanoimino)(sulfido)methyl]amino]methyl)benzene 【CA登记号】 |
【 分 子 式 】C9H8N3NaS 【 分 子 量 】213.238508 【元素组成】C 50.69% H 3.78% N 19.71% Na 10.78% S 15.04% |
合成路线1
该中间体在本合成路线中的序号：(V)Epoxidation of the chiral benzopyran derivative (I) by means of oxone furnished the diastereomeric epoxides (II). Subsequent epoxide ring opening with ethanolic ammonia gave rise to the mixture of amino alcohols (III) and (IV). Condensation of this mixture with N-cyano-N'-benzylthiourea sodium salt (V) in the presence of EDC produced the corresponding mixture of guanidines from which the target (2S,3S,4R)-isomer (VI) was isolated by column chromatography. Finally, reduction of the nitro group of (VI) to the desired amine was accomplished by treatment with NaBH4 in the presence of cupric acetate.
| 【1】 Benzopyranyl guanidine derivs., process for preparation thereof, and pharmaceutical compsns. containing them. US 6323238; WO 0129023 . |
| 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) | 51836 | (2S)-2-(dimethoxymethyl)-2-methyl-6-nitro-2H-chromene; methoxy[(2S)-2-methyl-6-nitro-2H-chromen-2-yl]methyl methyl ether | C13H15NO5 | 详情 | 详情 | |
| (II) | 51837 | methoxy[(2S)-2-methyl-6-nitro-1a,7b-dihydro-2H-oxireno[2,3-c]chromen-2-yl]methyl methyl ether; (2S)-2-(dimethoxymethyl)-2-methyl-6-nitro-1a,7b-dihydro-2H-oxireno[2,3-c]chromene | C13H15NO6 | 详情 | 详情 | |
| (III) | 51838 | (2S,3S,4R)-4-amino-2-(dimethoxymethyl)-2-methyl-6-nitro-3,4-dihydro-2H-chromen-3-ol | C13H18N2O6 | 详情 | 详情 | |
| (IV) | 51839 | (2S,3R,4S)-4-amino-2-(dimethoxymethyl)-2-methyl-6-nitro-3,4-dihydro-2H-chromen-3-ol | C13H18N2O6 | 详情 | 详情 | |
| (V) | 51840 | sodium 1-([[(cyanoimino)(sulfido)methyl]amino]methyl)benzene | C9H8N3NaS | 详情 | 详情 | |
| (VI) | 51841 | N-benzyl-N''-cyano-N'-[(2S,3S,4R)-2-(dimethoxymethyl)-3-hydroxy-2-methyl-6-nitro-3,4-dihydro-2H-chromen-4-yl]guanidine | C22H25N5O6 | 详情 | 详情 |