化工社化工社化学信息打印报告 · 仅供科研参考
氢氧化钾 → 卡托普利
参与物
| 角色 | 名称 | HCID | 投料 |
|---|---|---|---|
| 反应物 | 氢氧化钾 | HCID 14797 | — |
| 反应物 | 二甲基对苯二胺二盐酸 | HCID 14798 | — |
| 反应物 | POTASSIUM DIPHOSPHATE | HCID 62657 | — |
| 反应物 | L-脯氨酸 | HCID 145742 | — |
| 反应物 | D-(S)-3-乙酰巯基-2-甲基丙酰基-L-脯氨酸 | HCID 689016 | — |
| 反应物 | 3-乙酰硫基-2-甲基丙酰氯 | HCID 11830043 | — |
| 产物 | 卡托普利 | HCID 44093 | 67% |
反应步骤
It has been found that the compound of the formula I can be prepared from L-proline in two reaction steps with a total yield of 67% through the acylation of L-proline, if L-proline is acylated with (R)-3-acetylthio-2-methylpropanoyl chloride of formula III: ##STR3## in the presence of KOH and potassium phosphate buffer at pH 7.5-8.5, and at a temperature of between about 0°-5° C. The resulting compound is 1-[3-acetylthio-2-(S)-methylpropanoyl]-L-proline, ##STR4## Compound IV, which also can be termed "S-acetyl captopril", can be acidified and then deblocked with sodium hydroxide to give captopril in yield of 67% relative to starting material of formula III, without any unwanted byproducts.
来源与证据
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 专利号 | US05387697 |
| 来源数据集 | uspto-grants-1995_02 |
| ORD ID | ord-a4ff7a4be9eb423187ea9252a7975906 |
| 来源说明 | uspto-grants-1995_02 |