Potassium Hydroxide → HCID 178461171、化合物
反応式
[OH-].[K+].[CH3:3][C@@H:4]1[CH2:8][CH2:7][C:6](=O)[CH:5]1[C:10]([O:12]CC)=O.[NH2:15][C:16]([NH2:18])=[S:17]>O.C(O)C>[SH:17][C:16]1[N:15]=[C:10]([OH:12])[C:5]2[C@H:4]([CH3:3])[CH2:8][CH2:7][C:6]=2[N:18]=1参加物
6
実験手順
KOH (8.3 g, 147.9 mmol) in water (60 mL) was added to a solution of a mixture of (2R)-ethyl 2-methyl-5-oxocyclopentanecarboxylate (20 g, 117.5 mmol) and thiourea (9.2 g, 120.9 mmol) in ethanol (100 mL). The mixture was refluxed for 10 hours. After cooling, the solvent was removed and the residue was neutralized with concentrated HCl (12 mL) at 0° C. and then extracted with DCM (3×150 mL). The solvent was removed, and the residue was purified by silica gel chromatography, eluting with hexane/ethyl acetate (2:1) to give (R)-2-mercapto-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-ol (12 g, 56%). MS (APCI+) [M+H]+ 183.
後処理
- temperatureThe mixture was refluxed for 10 hours
- temperatureAfter cooling
- customthe solvent was removed
- customwas neutralized with concentrated HCl (12 mL) at 0° C.
- extractionextracted with DCM (3×150 mL)
- customThe solvent was removed
- customthe residue was purified by silica gel chromatography
- washeluting with hexane/ethyl acetate (2:1)
出典と根拠
- ORDレコード
- ord-11cbc0ca95274c43a6afee8157c10962
- 出典データセット
- uspto-grants-2014_09
- 特許番号
- US08846683B2
反応ノート
読み込み中…