【结 构 式】 |
【分子编号】18982 【品名】3-Oxo-1,3-diphenyl-1lambda(4),3lambda(4)-diselenoxan-1-one; Benzeneseleninic anhydride 【CA登记号】17697-12-0 |
【 分 子 式 】C12H10O3Se2 【 分 子 量 】360.1296 【元素组成】C 40.02% H 2.8% O 13.33% Se 43.85% |
合成路线1
该中间体在本合成路线中的序号:(XIII)2) Alternatively, oxoandrostenecarboxylic acid (VII) was converted into acid chloride (VIII) by treatment with oxalyl chloride and a trace of DMF in CH2Cl2. Subsequent condensation of (VIII) with amine (IV), prepared as before, yielded the corresponding amide (IX). The oxidative cleavage of (IX) with NaIO4 and KmnO4 afforded ketoacid (X), which was cyclized with ammonia in ethylene glycol at 180 C providing the azasteroid (XI). Catalytic hydrogenation of the double bond over PtO2 gave (XII), which was finally oxidized with phenylseleninic anhydride (XIII) in boiling chlorobenzene to furnish the 1,2-unsaturated compound.
【1】 Panzeri, A.; Nesi, M.; Di Salle, E. (Pharmacia & Upjohn AB); Phenylsubstd. 4-azasteroid fluoroderivs.. EP 0793671; JP 1998509188; US 5922728; WO 9710257 . |
中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
---|---|---|---|---|---|---|
(VII) | 14982 | (2R,3R,7S,10R)-7-[(2S,3E,5E,7E,9S,11R)-11-(1,3-dithian-2-yl)-2-methoxy-3,9-dimethyl-3,5,7-dodecatrienyl]-2,3,10-trimethyl-1,4,6-trioxaspiro[4.5]decane; (1S,2E,4E,6E,8S,10R)-10-(1,3-dithian-2-yl)-2,8-dimethyl-1-[[(2R,3R,7S,10R)-2,3,10-trimethyl-1,4,6-trioxaspiro[4.5]dec-7-yl]methyl]-2,4,6-undecatrienyl methyl ether | C29H48O4S2 | 详情 | 详情 | |
(VIII) | 18977 | (8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carbonyl chloride | C20H27ClO2 | 详情 | 详情 | |
(IX) | 18978 | (8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-N-[2,2,2-trifluoro-1-phenyl-1-(trifluoromethyl)ethyl]-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carboxamide | C29H33F6NO2 | 详情 | 详情 | |
(X) | 18979 | 3-[(3S,3aS,5aS,6R,9aS,9bS)-3a,6-dimethyl-7-oxo-3-([[2,2,2-trifluoro-1-phenyl-1-(trifluoromethyl)ethyl]amino]carbonyl)dodecahydro-1H-cyclopenta[a]naphthalen-6-yl]propionic acid | C28H33F6NO4 | 详情 | 详情 | |
(XI) | 18980 | (4aR,4bS,6aS,7S,9aS,9bS)-4a,6a-dimethyl-2-oxo-N-[2,2,2-trifluoro-1-phenyl-1-(trifluoromethyl)ethyl]-2,3,4,4a,4b,5,6,6a,7,8,9,9a,9b,10-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide | C28H32F6N2O2 | 详情 | 详情 | |
(XII) | 18981 | (4aR,4bS,6aS,7S,9aS,9bS,11aR)-4a,6a-dimethyl-2-oxo-N-[2,2,2-trifluoro-1-phenyl-1-(trifluoromethyl)ethyl]hexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide | C28H34F6N2O2 | 详情 | 详情 | |
(XIII) | 18982 | 3-Oxo-1,3-diphenyl-1lambda(4),3lambda(4)-diselenoxan-1-one; Benzeneseleninic anhydride | 17697-12-0 | C12H10O3Se2 | 详情 | 详情 |