反応式
[N:1]1[CH:6]=[C:5]([C:7]([OH:9])=O)[CH:4]=[C:3]([C:10]([OH:12])=[O:11])[CH:2]=1.C(N(C(C)C)CC)(C)C.C1C=CC(C(Cl)(C2C(Cl)=CC=CC=2)C2C=CC=CC=2)=CC=1.[CH3:43][NH:44][CH2:45][CH2:46][CH3:47].F[P-](F)(F)(F)(F)F.N1(O[P+](N2CCCC2)(N2CCCC2)N2CCCC2)C2C=CC=CC=2N=N1>ClCCl.CN(C=O)C>[CH3:43][N:44]([CH2:45][CH2:46][CH3:47])[C:7]([C:5]1[CH:6]=[N:1][CH:2]=[C:3]([CH:4]=1)[C:10]([OH:12])=[O:11])=[O:9]参加物
実験手順
Add a solution of pyridine-3,5-dicarboxylic acid (220 mg, 1.32 mmol), diisopropylethylamine (918 μL, 5.28 mmol), and DMF (1.5 mL) in dichloromethane (10 mL) to 2-chlorotritylchloride resin (11.0 g, 1.1 mmol) in a peptide synthesis vessel and mix for 3 h. Filter and wash the resin with a 17:2:1 mixture of dichloromethane:methanol:diisopropylethylamine, followed by dichloromethane. Add a solution of methylpropylamine (225 μL, 2.2 mmol), and benzotriazole-1-yl-oxy-tris-pyrrolidinophosphonium hexafluorophosphate (1.14 g, 2.2 mmol) in dichloromethane (10 mL) to the resin and mix for 1 h. Filter and wash the resin with dichloromethane (2×10 mL). Add a solution of 5% trifluoroacetic acid in dichloromethane (10 mL) to the resin and let stand for 10 min. Filter the resin and wash with dichloromethane (2×10 mL). Combine the filtrates and concentrate to give the title compound (110 mg, 50%).
後処理
- additionmix for 3 h
- filtrationFilter
- washwash the resin
- additionwith a 17:2:1 mixture of dichloromethane
- additionmix for 1 h
- filtrationFilter
- washwash the resin with dichloromethane (2×10 mL)
- additionAdd a solution of 5% trifluoroacetic acid in dichloromethane (10 mL) to the resin
- filtrationFilter the resin
- washwash with dichloromethane (2×10 mL)
- concentrationCombine the filtrates and concentrate
出典と根拠
- ORDレコード
- ord-aa4c1324c6854311a3789bd9956d10df
- 出典データセット
- uspto-grants-2009_09
- 特許番号
- US07585885B2
関連ノート
読み込み中…