Overview
L-Prolinol is a chiral amino alcohol derived from the natural amino acid L-proline. It is a versatile building block in organic synthesis, particularly valued for its role in asymmetric catalysis and pharmaceutical intermediates. Its pyrrolidine ring and hydroxyl group make it a useful ligand for metal complexes and a precursor for bioactive molecules. The compound is commercially available in various purity grades, typically ranging from 95% to 99% enantiomeric excess (ee). Industrial-scale production often involves reduction of L-proline or resolution of racemic mixtures. Its chirality is critical for applications requiring stereoselectivity, such as drug development.
Physical and Chemical Properties
L-Prolinol is a hygroscopic liquid at room temperature with a characteristic amine-like odor. It exhibits moderate viscosity and is miscible with polar solvents like water, methanol, and ethanol. The compound’s boiling point under reduced pressure (85-90°C at 0.1 mmHg) makes it suitable for purification via distillation. Chemically, it acts as both a nucleophile (via the nitrogen lone pair) and a weak acid (through the hydroxyl group). Its pKa is approximately 9.5 for the protonated amine form. The stereocenter at the 2-position of the pyrrolidine ring ensures chirality, which is retained in downstream reactions unless racemization conditions are applied.
Main Applications
In pharmaceuticals, L-Prolinol serves as a key intermediate for drugs targeting central nervous system disorders, such as antipsychotics and nootropics. Its chiral structure is leveraged to produce enantiomerically pure active pharmaceutical ingredients (APIs). Notable examples include prolintane and other stimulants. The agrochemical industry uses it to synthesize chiral pesticides and herbicides. Additionally, it is a popular ligand in asymmetric hydrogenation and alkylation reactions, where it forms complexes with metals like rhodium or ruthenium. Research laboratories also employ it for developing novel catalytic systems.
Safety and Storage
L-Prolinol is classified as an irritant to skin, eyes, and respiratory system. Proper personal protective equipment (PPE), including nitrile gloves and safety goggles, is mandatory during handling. Work should be conducted in a fume hood to avoid inhalation of vapors. Storage requires inert conditions (e.g., under nitrogen or argon) to prevent oxidation and moisture absorption. Containers should be tightly sealed and kept away from strong acids or oxidizers. Shelf life is typically 2-3 years when stored at 2-8°C in amber glass bottles.
B2B Procurement Guide
When sourcing L-Prolinol, prioritize suppliers with ISO 9001 certification and documented quality control processes. Key specifications to verify include enantiomeric purity (≥98% ee for most applications), water content (<0.5%), and residual solvent levels. Batch-specific COA (Certificate of Analysis) is essential. Bulk pricing is often negotiable for orders exceeding 100 kg. Consider regional logistics: European and Asian suppliers dominate production, with lead times of 2-6 weeks. For pharmaceutical use, ensure the supplier complies with cGMP standards. Sample testing is recommended to confirm compatibility with your synthesis protocols.
Related Manufacturers
- 主营：乙醛酸、铁甲酸、羟乙基、二甲基、磷酸三甲酯、草酰胺、3-氯丙炔、邻苯二甲、苯甲酰胺、溴氯海因、3-氯水扬酸、2-羟基喹喔啉、2-苯并唑啉酮、对羟基苯海因、3-环戊二羧酸、6-二氯异烟酸、2-氨基-5-氯苯酚
- 主营：碱性蓝、碳化钒、霍霍巴、三甲基硅氧基、锡酸钠、硫酸锰、卵磷酯、1824-81-3、硼化锆、棉籽油、丙烯晴、松油醇、胆固醇、香茅酸、油酸钾、2103-99-3、磷酸铁、分散蓝、分子筛、莱菔素、四氮唑、氰酸钠、樱花亭、钨酸铋、水合物、甘油酸
- 主营：异硫氰酸胍、二硫苏糖醇(DTT)、β巯基乙醇、三(羟甲基)氨基甲烷tris、蛋白酶k、焦碳酸二乙酯DEPC、EDTA二钠、十二烷基苯磺酸钠