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Hydrochloric Acid → (S)-2-[(phenylisopropyl)amino]adenosine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | (R)-2-[(1-Phenylpropyl)amino]adenosine | HCID 53927112 | — |
| 生成物 | (S)-2-[(phenylisopropyl)amino]adenosine | HCID 67681966 | — |
反応手順
Treat the secondary amine (3) (0.46 g, 1.05 mmol) with 1M hydrochloric acid (40 ml) and heat the reaction to 45° C. for 15 minutes. Cool the reaction and pour into saturated sodium bicarbonate (300 ml). Extract the reaction with chloroform (3×150 ml). Combine the organic extracts, dry over anhydrous magnesium sulfate, filter, and concentrate under vacuum to provide the title compound (0.40 g) as the free base. Treat this with ethereal hydrogen chloride, filter, and dry the solid under high vacuum over phosphorous pentoxide. Recrystallize from 10% methanol/diethyl ether to provide, after drying under high vacuum over phosphorous pentoxide, the hydrochloride salt of the Formula I (184 mg), m.p. 155° C. dec.; [α]D20 =+9.75° (c=1.01, H2O).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05426101 |
| 出典データセット | uspto-grants-1995_06 |
| ORD ID | ord-84b9773a3a7842ed89c5ed506153bd50 |
| 出典メモ | uspto-grants-1995_06 |