反応式
[C:1]([O:5][C:6]([N:8]1[CH2:20][C@@H:19]([CH3:21])[N:18]2[C@H:10]([CH2:11][C:12]3[C:17]2=[N:16][C:15]([CH3:22])=[C:14](Br)[CH:13]=3)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C([Li])(C)(C)C.CN(C)[CH:31]=[O:32].[Cl-].[NH4+]>C(OCC)C>[C:1]([O:5][C:6]([N:8]1[CH2:20][C@@H:19]([CH3:21])[N:18]2[C@H:10]([CH2:11][C:12]3[C:17]2=[N:16][C:15]([CH3:22])=[C:14]([CH:31]=[O:32])[CH:13]=3)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]参加物
反応物 4
生成物 1
試薬・触媒・溶媒 1
反応条件
- 温度
- -78 °C
実験手順
A solution of 0.41 g (1.07 mmol) (4R,9aR)-7-bromo-4,6-dimethyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester (example 6, intermediate) in 28 mL diethyl ether was cooled to −100° C. and treated with 0.80 mL (1.18 mmol) tert-butyl lithium (1.5M solution in n-pentane). After 15 min. 0.12 mL N,N-dimethylformamide was added and the temperature was raised to −78° C. After 45 min. the solution was poured into 10% aqueous ammonium chloride solution and extracted three times with ethyl acetate. The combined organic layers were washed with brine, dried over magnesium sulfate and filtered. The solvent was removed at a rotary evaporator and the residue was purified by column chromatography on silica gel (0.040–0.063 mm) with ethyl acetate:n-hexane (1:2) as eluant to give the compound as a yellow foam (80.2%).
後処理
- extractionextracted three times with ethyl acetate
- washThe combined organic layers were washed with brine
- dry with materialdried over magnesium sulfate
- filtrationfiltered
- customThe solvent was removed at a rotary evaporator
- customthe residue was purified by column chromatography on silica gel (0.040–0.063 mm) with ethyl acetate:n-hexane (1:2) as eluant
出典と根拠
- ORDレコード
- ord-10196703566141b0af667029ff22df4b
- 出典データセット
- uspto-grants-2007_04
- 特許番号
- US07208494B2
関連ノート
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