CAS:35084-48-1 | 1-(1-Adamantylcarbonyl)proline

1-(1-Adamantylcarbonyl)proline is a phenylalanine derivative, also known as adamantylproline or Ad-Pro. It is mainly used as a catalyst or chiral resolution reagent in organic synthesis. Studies have shown that 1-(1-adamantylcarbonyl)proline can catalyze asymmetric nucleophilic addition reactions, such as the reaction of aldehydes with alkylene azides, the reaction of aldehydes with sulfofolate, and the reaction of aldehydes with nitromethane. In the reaction, the catalyst has the strongest addition activity to alkylene azides. 1-(1-adamantylcarbonyl)proline can also catalyze asymmetric amination reactions. 1-(1-adamantylcarbonyl)proline can also be used as a chiral catalyst to catalyze asymmetric alcoholization. For example, it can react alcohols with aldehydes or ketones to form the corresponding aldol or hydroxyketone products. As a chiral organic compound, 1-(1-adamantylcarbonyl)proline has excellent catalytic activity.

2. Characteristics

(1) 1-(1-adamantylcarbonyl)proline is a white or off-white powder with good solubility. It has low solubility in water but generally has good solubility in organic solvents. It is a stable compound that can be stored for a long time at room temperature.

(2) 1-(1-Adamantylcarbonyl)proline is a chiral molecule with two enantiomers. Its chiral properties make it widely used in chiral synthesis. Usually, only one chiral isomer should be used because it has good chiral induction.

(3) High purity: 1-(1-Adamantylcarbonyl)proline can obtain high-purity products through natural extraction and refining production processes. High purity means better bioavailability and fewer adverse reactions.

(4) Stability: 1-(1-Adamantylcarbonyl)proline has good stability and can maintain its activity and effect under different environmental and storage conditions.

3. Application

1-(1-Adamantylcarbonyl)proline is a nitrogen-containing organic compound, white or off-white powder, used as a pharmaceutical intermediate and other applications. In addition, due to its unique chiral properties, it is widely used in chiral organic synthesis, including asymmetric nucleophilic addition reactions, amination reactions, alcoholization reactions, etc.