HCID 68636737, compound → HCID 25125758, compound
Reaction equation
[Si]([O:8][CH2:9][C:10](=[CH2:42])[C:11]([N:13]1[CH2:18][CH2:17][CH:16]([O:19][C:20]2[CH:21]=[C:22]3[C:27](=[CH:28][C:29]=2[O:30][CH3:31])[N:26]=[CH:25][N:24]=[C:23]3[NH:32][C:33]2[CH:38]=[CH:37][C:36]([Cl:39])=[C:35]([Cl:40])[C:34]=2[F:41])[CH2:15][CH2:14]1)=[O:12])(C(C)(C)C)(C)C>O1CCCC1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>[Cl:40][C:35]1[C:34]([F:41])=[C:33]([NH:32][C:23]2[C:22]3[C:27](=[CH:28][C:29]([O:30][CH3:31])=[C:20]([O:19][CH:16]4[CH2:17][CH2:18][N:13]([C:11](=[O:12])[C:10]([CH2:9][OH:8])=[CH2:42])[CH2:14][CH2:15]4)[CH:21]=3)[N:26]=[CH:25][N:24]=2)[CH:38]=[CH:37][C:36]=1[Cl:39]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
140 mg of the compound obtained in step 3) was diluted with 3 ml of tetrahydrofuran, and 1.1 ml of a 1.0M tetra-n-butyl ammonium fluoride-containing tetrahydrofuran solution was added thereto. The resulting mixture was incubated at room temperature for three hours. After the reaction terminated, a saturated sodium hydrogen carbonate was added, and the resulting solution was extracted twice with chloroform. The organic layer was dried over anhydrous sodium sulfate, filtered and distilled under a reduced pressure. The resulting residue was purified by column chromatography (ethyl acetate:methylene chloride:methanol=7:7:1) to obtain the title compound (58 mg, 51%).