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【结 构 式】 
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【分子编号】56890 【品名】benzyl (3S)-2-((2R)-2-{2-[(benzyloxy)amino]-2-oxoethyl}undecanoyl)-3-[(methylamino)carbonyl]tetrahydro-1(2H)-pyridazinecarboxylate 【CA登记号】 |
【 分 子 式 】C34H48N4O6 【 分 子 量 】608.77848 【元素组成】C 67.08% H 7.95% N 9.2% O 15.77% |
合成路线1
该中间体在本合成路线中的序号：(XIV)Reductive cleavage of the trichlorethyl ester (X) using zinc powder and ammonium acetate gave acid (XI). This was then coupled to O-benzyl hydroxylamine in the presence of diethylphosphoryl cyanide (DEPC) to afford hydroxamate (XII). After deprotection of the tert-butyl ester group of (XII), the resultant acid (XIII) was converted to amide (XIV) by DEPC-mediated coupling with methylamine. The title compound was finally obtained by catalytic hydrogenolysis of the protected precursor (XIV) in the presence of Pd/C.
| 【1】 Sugimura, M.; Tamaki, K.; Tanzawa, K.; Kobayashi, T. (Sankyo Co., Ltd.); Collagenase inhibitor agents. JP 1995002797 . |
| 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) | 56886 | 1-benzyl 3-(tert-butyl) (3S)-2-{(2R)-2-[2-oxo-2-(2,2,2-trichloroethoxy)ethyl]undecanoyl}tetrahydro-1,3(2H)-pyridazinedicarboxylate | C32H47Cl3N2O7 | 详情 | 详情 | |
| (XI) | 56887 | (3R)-3-{[(6S)-2-[(benzyloxy)carbonyl]-6-(tert-butoxycarbonyl)tetrahydro-1(2H)-pyridazinyl]carbonyl}dodecanoic acid | C30H46N2O7 | 详情 | 详情 | |
| (XII) | 56888 | 1-benzyl 3-(tert-butyl) (3S)-2-((2R)-2-{2-[(benzyloxy)amino]-2-oxoethyl}undecanoyl)tetrahydro-1,3(2H)-pyridazinedicarboxylate | C37H53N3O7 | 详情 | 详情 | |
| (XIII) | 56889 | (3S)-2-((2R)-2-{2-[(benzyloxy)amino]-2-oxoethyl}undecanoyl)-1-[(benzyloxy)carbonyl]hexahydro-3-pyridazinecarboxylic acid | C33H45N3O7 | 详情 | 详情 | |
| (XIV) | 56890 | benzyl (3S)-2-((2R)-2-{2-[(benzyloxy)amino]-2-oxoethyl}undecanoyl)-3-[(methylamino)carbonyl]tetrahydro-1(2H)-pyridazinecarboxylate | C34H48N4O6 | 详情 | 详情 |