反応式
CC1C(=[O:8])[C@@H](O)CC(C)(C)C=1/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1C(C)(C)C[C@H](O)C(=O)C=1C.CCN(C(C)C)C(C)C.Cl[C:55]([O:57]C(Cl)C(Cl)(Cl)Cl)=[O:56].[CH2:64]([OH:75])[C@H:65]([C@H:67]([C@@H:69]([C@@H:71]([CH2:73][OH:74])[OH:72])[OH:70])[OH:68])[OH:66]>C(Cl)Cl.CN(C1C=CN=CC=1)C.CN(C=O)C>[C:55](=[O:56])([OH:8])[OH:57].[CH2:73]([OH:74])[C@H:71]([C@H:69]([C@@H:67]([C@@H:65]([CH2:64][OH:75])[OH:66])[OH:68])[OH:70])[OH:72]参加物
反応条件
- 温度
- 0 °C
実験手順
To a solution of astaxanthin 2E (0.100 g, 0.168 mmol) in DCM (4 mL) at 0° C. was added DIPEA (0.585 mL, 3.36 mmol), and 1,2,2,2-tetrachloroethyl chloroformate (0.103 mL, 0.672 mmol). The reaction mixture was stirred at 0° C. for 2 hours, then at room temperature for 1.5 hours, at which time (D)-mannitol (0.3060 g, 1.68 mmol), DMF (3 mL), and DMAP (0.2052 g, 1.68 mmol) were added to the reaction. The reaction mixture was stirred at room temperature for 24 hours, at which time the reaction was diluted with DCM, quenched with brine (20 mL), and then extracted with DCM. The combined organic layers were concentrated to yield mannitol monocarbonate (LVII) (10.19%) HPLC retention time: 9.474 min., 10.19% (AUC); LRMS (ESI) m/z (relative intensity): 827 (M++Na) (50), 804 (M+) (25), 725 (58), 613 (100), and astaxanthin (53.73%).
後処理
- waitat room temperature for 1.5 hours
- stirringThe reaction mixture was stirred at room temperature for 24 hours, at which time the reaction
- customquenched with brine (20 mL)
- extractionextracted with DCM
- concentrationThe combined organic layers were concentrated
出典と根拠
- ORDレコード
- ord-a32bfa06c6ea47a3afd9db4fcef6b0b9
- 出典データセット
- uspto-grants-2009_09
- 特許番号
- US07592449B2
関連ノート
読み込み中…