1,4-Dioxane → (2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-methoxypropanoic acid
Reaction equation
[CH:1]1[C:13]2[CH:12]([CH2:14][O:15][C:16]([NH:18][C@@H:19]([CH2:24][O:25][CH3:26])[C:20]([O:22]C)=[O:21])=[O:17])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.O1CCOCC1>>[CH:10]1[C:11]2[CH:12]([CH2:14][O:15][C:16]([NH:18][C@@H:19]([CH2:24][O:25][CH3:26])[C:20]([OH:22])=[O:21])=[O:17])[C:13]3[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=3)[C:6]=2[CH:7]=[CH:8][CH:9]=1Participants
3
Procedure
To a solution of methyl (S)-(9-fluorenylmethyloxycarbonylamino)-3-methoxypropionate (2.18 g, 6.13 mmol) in dioxane (31 ml) 6M HCl (31 ml, 184 mmol) was added. This mixture was allowed to cool down and concentrated. The residue was purified by flash chromatography (silica gel; hexane: ethyl acetate: acetic acid (10:10:1).
Workup
- temperatureto cool down
- concentrationconcentrated
- customThe residue was purified by flash chromatography (silica gel