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【结 构 式】 
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【分子编号】51085 【品名】2-[4-[2-hydroxy-3-(isopropylamino)propoxy]phenyl]acetamide 【CA登记号】 |
【 分 子 式 】C14H22N2O3 【 分 子 量 】266.34036 【元素组成】C 63.14% H 8.33% N 10.52% O 18.02% |
合成路线1
该中间体在本合成路线中的序号：(I)The preparation of (S)-atenolol can be performed by resolution of racemic atenolol (I) in different ways: 1. Incubation of (I) with R. arrhizus or G. candidum followed by chromatographic separation, 2. Acetylation of (I), followed by resolution of the enantiomers by incubation with R. arrhizus or G. candidum and subsequent chromatographic separation to afford acetylated derivative (S)-(III). Finally, (S)-atenolol can be recovered by hydrolysis with K2CO3 in MeOH. 3. Treatment of (I) with Lipase PS-D and vinyl acetate or succinic anhydride (which selectively acetylates the nondesired enantiomer), followed by chromatographic separation.
| 【1】 Damle, S.V.; et al.; Biotransformations with Rhizopus arrhizus and Geotrichum candidum for the preparation of (S)-atenolol and (S)-propranolol. Bioorg Med Chem 2000, 8, 8, 2067. |
| 【2】 Damle, S.V.; et al.; Chemoenzymatic synthesis of (R)- and (S)-atenolol and propranolol employing lipase catalyzed enantioselective esterification and hydrolysis. Synth Commun 1999, 29, 22, 3855. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (S)-(III) | 51087 | (1S)-2-[4-(2-amino-2-oxoethyl)phenoxy]-1-[(isopropylamino)methyl]ethyl acetate | C16H24N2O4 | 详情 | 详情 | |
| (I) | 51085 | 2-[4-[2-hydroxy-3-(isopropylamino)propoxy]phenyl]acetamide | C14H22N2O3 | 详情 | 详情 | |
| (II) | 51086 | 2-[4-(2-amino-2-oxoethyl)phenoxy]-1-[(isopropylamino)methyl]ethyl acetate | C16H24N2O4 | 详情 | 详情 |