
1-Boc-3-hydroxypiperidine
Colorless to pale yellow oily liquid or low-melting solid
- Commodity name: 1-Boc-3-hydroxypiperidine
Keywords:
I. Basic Chemical Information
CAS Number: 28675-41-4
Molecular Formula: C₁₀H₁₉NO₃
II. Physicochemical Properties
Appearance: Colorless to pale yellow oily liquid or low-melting solid.
Boiling Point: ~300°C (decomposes).
Solubility: Freely soluble in organic solvents (e.g., DCM, THF, ethanol); sparingly soluble in water.
Stability: Store protected from light and moisture. The Boc group is susceptible to cleavage under strong acidic conditions or upon heating.
III. Core Application Areas
(1) Key Intermediate in Pharmaceutical Synthesis
Analgesic Synthesis: Used to construct the piperidine scaffold for opioid drugs such as Remifentanil and Sufentanil.
Anticancer Drugs: Serves as a functionalized building block for kinase inhibitors (e.g., CDK4/6 inhibitors).
Neurological Drugs: Used in the synthesis of dopamine receptor modulators and antidepressants (e.g., Paroxetine derivatives).
(2) Chiral Synthetic Building Block
The hydroxyl group enables directed functional group transformations (e.g., oxidation to ketone, substitution to halide) for constructing chiral drug molecules.
The Boc protecting group can be readily removed under mild acidic conditions (e.g., TFA/DCM) without affecting other functional groups.
IV. Quality Standards
Test Item | Standard Requirement |
Purity | ≥97% (HPLC) |
Water Content | ≤0.5% (Karl Fischer method) |
Impurity Control | Free piperidine ≤0.3%, Boc-deprotected compound ≤1% |
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