Acetic Acid → HCID 86587413, 화합물
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C([O:4][C@@H:5]1[C@@H:10]([O:11]C(=O)C)[C@H:9]([O:15]C(=O)C)[C@@H:8]([CH2:19][O:20]C(=O)C)[O:7][C@@H:6]1Br)(=O)C.O[Li].O.[CH3:28][N:29]1[C@@H:45]2[CH2:46][C:34]3=[CH:35][CH:36]=[C:37]([OH:48])[C:38]4[O:39][C@H:40]5[C@@H:41]([OH:47])[CH2:42][CH2:43][C@@H:44]2[C@:32]5([C:33]=43)[CH2:31][CH2:30]1.C(O)(=O)C>CO.O.C(Cl)(Cl)Cl>[C@@H:6]1([O:48][C:37]2[CH2:36][CH2:35][C:34]3[CH2:46][C@H:45]4[N:29]([CH3:28])[CH2:30][CH2:31][C@:32]56[C:33]=3[C:38]=2[O:39][C@H:40]5[C@@H:41]([OH:47])[CH:42]=[CH:43][C@@H:44]46)[O:7][C@H:8]([CH2:19][OH:20])[C@@H:9]([OH:15])[C@H:10]([OH:11])[C@H:5]1[OH:4]참가 물질
실험 절차
2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl bromide (1.20 g, 3.0 mmol) was added in one portion to a stirred solution of LiOH·H2O (0.15 g, 3.5 mmol) and dihydromorphine (1.0 g, 3.0 mmol) in dry methanol (10 mL) at room temperature. The resulting mixture was stirred for 1 hr, a solution of LiOH·H2O (0.42 g, 10.0 mmol) in water (10 mL) was added dropwise to the mixture, and the mixture allowed to stir for an additional 3 hr. The resulting suspension was acidified to pH 7 with acetic acid (0.5 mL) and 20 mL of chloroform was added. The resulting precipitate was removed by filtration and washed with ethanol (20 mL) following by acetone (20 mL), to provide a crude product. The crude product was dissolved in 50% aqueous methanol (12 mL), recrystallized at 0° C., filtered, and dried under reduced pressure (10 mm Hg, 50° C.) to provide 0.33 g (30%) of 3-O—β-glucosyldihydromorphine.
후처리
- stirringto stir for an additional 3 hr
- additionwas added
- customThe resulting precipitate was removed by filtration
- washwashed with ethanol (20 mL)
- customto provide a crude product
- customrecrystallized at 0° C.
- filtrationfiltered
- customdried under reduced pressure (10 mm Hg, 50° C.)
출처 및 근거
- ORD 기록
- ord-fb52ed6be360422dbc1d459070adaae1
- 출처 데이터셋
- uspto-grants-2004_05
- 특허 번호
- US06740641B2
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