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Hydrochloric Acid → (R)-3-(4-nitrobenzyloxycarbonyl)thiazolidine-4-carboxylic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | 4-Nitrobenzyl chloroformate | HCID 78205 | — |
| 反応物 | L-Thioproline | HCID 93176 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | (R)-3-(4-nitrobenzyloxycarbonyl)thiazolidine-4-carboxylic acid | HCID 15117338 | 116.2% |
反応手順
To a solution of (R)-thiazolidine-4-carboxylic acid (20.0 g) in a mixture of water (100 ml) and tetrahydrofuran (100 ml) was added a solution of 4-nitrobenzyloxycarbonyl chloride (32.4 g) in tetrahydrofuran (60 ml) under ice-cooling with stirring, keeping the pH between 8.5 and 9.0 with 4N aqueous sodium hydroxide. After stirring for 30 minutes, the mixture was adjusted to pH 1 with concentrated hydrochloric acid, extracted with ethyl acetate, dried over magnesium sulfate, and evaporated under reduced pressure to give (R)-3-(4-nitrobenzyloxycarbonyl)thiazolidine-4-carboxylic acid (54.5 g) as a crude syrup.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05102877 |
| 出典データセット | uspto-grants-1992_04 |
| ORD ID | ord-cc4ae1bccec54ac08a1c7fc58fc97212 |
| 出典メモ | uspto-grants-1992_04 |