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【结 构 式】 
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【分子编号】48343 【品名】tert-butyl (1R)-2-(benzyloxy)-1-[(bis[(2R)-3-(benzyloxy)-2-[(tert-butoxycarbonyl)amino]propyl]amino)methyl]ethylcarbamate 【CA登记号】 |
【 分 子 式 】C45H66N4O9 【 分 子 量 】807.0406 【元素组成】C 66.97% H 8.24% N 6.94% O 17.84% |
合成路线1
该中间体在本合成路线中的序号：(II)The reductive condensation of ammonium acetate with three molecules of N-Boc-O-benzyl-L-serinal (I) in the presence of sodium triacetoxyborohydride produced the tertiary amine (II). Subsequent removal of the Boc protecting groups of (II) by means of trifluoroacetic acid gave the tetra-amine (III). This was coupled with the (pyridylcarbonyl)thiazolidinethione (IV) to furnish the tris-pyridinecarboxamide (V). Cleavage of the benzyl ether groups of (V) was achieved by treatment of (V) with HBr in AcOH to yield (VI). This was finally complexed with Gd+3 ion to form the title gadolinium chelate.
| 【1】 Hajela, S.; et al.; A tris-hydroxymethyl-substituted derivative of Gd-TREN-Me-3,2-HOPO: An MRI relaxation agent with improved efficiency. J Am Chem Soc 2000, 122, 45, 11228. |
| 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) | 48342 | tert-butyl (1S)-2-(benzyloxy)-1-formylethylcarbamate | C15H21NO4 | 详情 | 详情 | |
| (II) | 48343 | tert-butyl (1R)-2-(benzyloxy)-1-[(bis[(2R)-3-(benzyloxy)-2-[(tert-butoxycarbonyl)amino]propyl]amino)methyl]ethylcarbamate | C45H66N4O9 | 详情 | 详情 | |
| (III) | 48344 | N,N,N-tris[(2R)-2-amino-3-(benzyloxy)propyl]amine; (2R)-N(1),N(1)-bis[(2R)-2-amino-3-(benzyloxy)propyl]-3-(benzyloxy)-1,2-propanediamine | C30H42N4O3 | 详情 | 详情 | |
| (IV) | 48345 | 3-(benzyloxy)-1-methyl-4-[(2-thioxo-1,3-thiazolidin-3-yl)carbonyl]-2(1H)-pyridinone | C17H16N2O3S2 | 详情 | 详情 | |
| (V) | 48346 | 3-(benzyloxy)-N-[(1R)-2-(benzyloxy)-1-([bis[(2R)-3-(benzyloxy)-2-([[3-(benzyloxy)-1-methyl-2-oxo-1,2-dihydro-4-pyridinyl]carbonyl]amino)propyl]amino]methyl)ethyl]-1-methyl-2-oxo-1,2-dihydro-4-pyridinecarboxamide | C72H75N7O12 | 详情 | 详情 | |
| (VI) | 48347 | N-[(1R)-2-[bis((2R)-3-hydroxy-2-[[(3-hydroxy-1-methyl-2-oxo-1,2-dihydro-4-pyridinyl)carbonyl]amino]propyl)amino]-1-(hydroxymethyl)ethyl]-3-hydroxy-1-methyl-2-oxo-1,2-dihydro-4-pyridinecarboxamide | C30H39N7O12 | 详情 | 详情 |