反応式
F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.[NH:28]([C:44]([O:46][C:47]([CH3:50])([CH3:49])[CH3:48])=[O:45])[C@H:29]([C:34]([O:36][CH2:37][C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)=[O:35])[CH2:30][C:31](=[O:33])O.[NH:51]([CH2:54][CH3:55])[CH2:52][CH3:53].Cl.CCN(C(C)C)C(C)C>C(Cl)Cl.CCCCCC.CCOC(C)=O>[NH:28]([C:44]([O:46][C:47]([CH3:50])([CH3:49])[CH3:48])=[O:45])[C@H:29]([C:34]([O:36][CH2:37][C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)=[O:35])[CH2:30][C:31]([N:51]([CH2:54][CH3:55])[CH2:52][CH3:53])=[O:33]参加物
反応物 4
生成物 1
試薬・触媒・溶媒 2
実験手順
BOP (2.20 g, 5.0 mmol) was added under N2 to a cooled (0°) solution of Boc-Asp-OBzl (1.90 g, 4.6 mmol) in CH2Cl2 (50 ml). After 3 min NHEt2.HCl (0.55 g, 5.0 mmol) and DIPEA (2.4 ml, 1.38 mmol) were added. The resultant solution was stirred at 20-22° for 18 h. The solution was washed with 10% aqueous citric acid (2×), 10% aqueous NaHCO3 (2×) and brine (2×). The organic layer was dried (MgSO4) and concentrated to give an oil. After SiO2 chromatography of the oil using hexane-EtOAc (7:3) as the eluent, Boc-Asp(NEt2)-OBzl (1.55 g, 89%) was obtained as an oil. Under a N2 atmosphere, a solution of the latter compound (1.55 g, 4.09 mmol) in MeOH (100 ml) was mixed with 5% Pd/C (155 mg). The mixture was shaken on a Parr apparatus under H2 (50 psi) for 90 min. The mixture was filtered through a 45 m membrane and the filtrate concentrated to give Boc-Asp(NEt2)—OH (1.15 g, 98%) as an oil. The structure of the product was confirmed by NMR.
後処理
- washThe solution was washed with 10% aqueous citric acid (2×), 10% aqueous NaHCO3 (2×) and brine (2×)
- dry with materialThe organic layer was dried (MgSO4)
- concentrationconcentrated
- customto give an oil
出典と根拠
- ORDレコード
- ord-6cdeafebc7a0486c8cdcc85f2d8bfff2
- 出典データセット
- uspto-grants-2001_11
- 特許番号
- US06313095B1
関連ノート
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