CAS: 109384-19-2 N-BOC-4-Hydroxypiperidine Detailed Explanation

N-BOC-4-Hydroxypiperidine (CAS No.: 109384-19-2), commonly known as N-tert-butoxycarbonyl-4-hydroxypiperidine in Chinese, also known as 1-Boc-4-hydroxypiperidine, 1-tert-butoxycarbonyl-4-piperidinol, etc., is an important organic heterocyclic compound. It is widely used in fields such as medicine and chemical industry, especially playing a key intermediate role in drug synthesis.

The core structure of this compound includes a piperidine ring, a hydroxyl group and a tert-butoxycarbonyl (BOC) protecting group. Its molecular formula is C₁₀H₁₉NO₃, molecular weight is 201.26, and MDL number is MFCD01075174. It has clear chemical structure characteristics, with a SMILES expression of N1(C(OC(C)(C)C)=O)CCC(O)CC1, which can be accurately detected by methods such as nuclear magnetic resonance (¹HNMR) and Fourier transform infrared spectroscopy.

In terms of physical and chemical properties, N-BOC-4-Hydroxypiperidine appears as a white or off-white powder, with colors ranging from white to cream. Its melting point range is 61-65℃, predicted boiling point is 292.3±33.0℃, and density is about 1.107±0.06 g/cm³. Its solubility is selective: it is soluble in organic solvents such as chloroform, ethyl acetate and methanol. It should be stored at -15℃ to ensure its chemical stability and avoid deterioration affecting the use effect. In addition, the predicted pKa value of this compound is 14.80±0.20, and LogP is about 1.34, which belongs to a lipophilic compound. This characteristic makes it more suitable for the reaction needs of organic solvent systems in organic synthesis.

In terms of safety, this compound is an irritant substance with a danger code of R36/37/38, which is irritating to the eyes, respiratory tract and skin. Its GHS hazard symbol is GHS07, and the warning word is "Warning". Strict safety regulations must be followed during operation: wear N95 dust mask, goggles and gloves. If it accidentally comes into contact with the eyes, rinse immediately with plenty of water and seek medical attention; if it comes into contact with the skin, clean it in time and take protective measures, and avoid inhaling its dust. The safety instructions for this compound are S26, S36, S37/39, and the dangerous goods transportation code is NONH, which can be transported by conventional transportation methods. Its customs code is 29339900, which complies with relevant import and export specifications.

In the field of application, the main use of N-BOC-4-Hydroxypiperidine is as a pharmaceutical intermediate, which is an indispensable basic building block in the field of drug synthesis. Its BOC protecting group can effectively shield the amino activity on the piperidine ring, avoiding unnecessary side reactions during the synthesis process, while the hydroxyl group at the 4-position provides an active site for further chemical modification. Various substituents can be introduced through oxidation, alkylation, coupling and other reactions to achieve precise regulation of the molecular structure. This compound is widely used in the synthesis of various biologically active drugs, including M2 muscarinic receptor antagonists for the treatment of Alzheimer's disease, Trk inhibitors, new pyrazolopyridine antitumor compounds and mineralocorticoid receptor antagonists, etc., and has important application prospects in the treatment fields such as tumors and central nervous system diseases.

In addition, as a piperidine alcohol intermediate, N-BOC-4-Hydroxypiperidine can also be used in the synthesis of fine chemical products. The piperidine ring in its structure is a pharmacologically active skeleton, which can endow the target product with good physical and chemical properties and biocompatibility, further expanding its application scope in fields such as chemical industry and biomedicine. It is an indispensable important reagent in modern organic synthesis and drug research and development.