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【结 构 式】

【分子编号】28699

【品名】ethyl 2-[6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizin-5-yl]-2-[(Z)-2-[(4-methylphenyl)sulfonyl]hydrazono]acetate

【CA登记号】

【 分 子 式 】C32H32ClN3O4S

【 分 子 量 】590.1426

【元素组成】C 65.13% H 5.47% Cl 6.01% N 7.12% O 10.84% S 5.43%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(III)

An alternative route to improve the yield of a previous reported synthesis of ML-3000 [Cossy, J. and Belotti, D. J Org Chem 1997, 62(23): 7900] has been reported: The reduction of the oxoacetic ester intermediate (I) can also be performed stepwise by treatment of (I) with tosylhydrazine (II), isolation of the corresponding tosylhydrazone (III), and reduction with sodium cyanoborohydride in ethanol to yield the expected acetate (IV). Finally, this compound is hydrolyzed with NaOH as already described.

1 Cossy, J.; Belotti, D.; Synthetic studies towards ML-3000 - A concise synthesis of this non-steroidal anti-inflammatory drug. Tetrahedron 1999, 55, 16, 5145.
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) 17576 ethyl 2-[6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizin-5-yl]-2-oxoacetate C25H24ClNO3 详情 详情
(II) 17577 p-Toluenesulfonyl Hydrazide; 4-methylbenzenesulfonohydrazide 1576-35-8 C7H10N2O2S 详情 详情
(III) 28699 ethyl 2-[6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizin-5-yl]-2-[(Z)-2-[(4-methylphenyl)sulfonyl]hydrazono]acetate C32H32ClN3O4S 详情 详情
(IV) 16723 ethyl 2-[6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizin-5-yl]acetate C25H26ClNO2 详情 详情
Extended Information