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N-Boc-L-alaninol is a chiral chemical intermediate derived from L-alanine, featuring a protected amine and a reactive alcohol group. Primarily used in pharmaceutical synthesis, it serves as a versatile building block for creating complex, stereo-specific molecules like oxazolines and peptidomimetics. Its key selling points include high enantiomeric purity, essential for drug efficacy and safety, and the flexibility to undergo various chemical transformations while maintaining structural integrity. The Boc protecting group ensures stability during synthesis yet allows easy removal when needed. This compound is crucial for developing advanced therapeutics, including antibiotics and antivirals, offering chemists a reliable tool for constructing biologically active compounds with precise three-dimensional arrangements.
Items | Specifications | Results |
Appearance(25℃) | White or off-white powder | Pass test |
Purity | ≥98% | 99.2% |
Any single impurity | ≤0.5% | 0.15% |
Conclusion | The product conforms to the above specifications. | |
N-Boc-L-alaninol (also known as N-Boc-L-丙氨醇 or (S)-2-(tert-Butoxycarbonylamino)-1-propanol) is a chiral chemical intermediate widely used in organic synthesis, particularly in the pharmaceutical and agrochemical industries.
Here is a detailed breakdown of what it is and its key selling points:
1. What is N-Boc-L-alaninol?
Chemical Structure: It is the N-protected derivative of L-alaninol (the alcohol reduced form of the amino acid L-alanine). The "Boc" stands for tert-butyloxycarbonyl, a common protecting group for amines.
Formula: C8H17NO3
Molecular Weight: 175.23 g/mol
CAS Number: 79069-13-9
Appearance: Typically a white to off-white solid (melting point ~59–62 °C).
Chirality: It possesses a specific stereochemistry ((S)-configuration), derived from natural L-alanine, which is crucial for synthesizing biologically active molecules.
2. Key Selling Points & Applications
The "selling points" of N-Boc-L-alaninol revolve around its utility as a high-value building block in asymmetric synthesis:
A. Chiral Building Block for Drug Synthesis
Enantiomeric Purity: It provides a reliable source of chirality. In pharmaceutical manufacturing, the specific 3D arrangement of atoms often determines a drug's efficacy and safety. N-Boc-L-alaninol allows chemists to introduce this specific chirality into complex molecules.
Precursor to Heterocycles: It is frequently used to synthesize chiral heterocycles such as oxazolines, oxazolidinones, and morpholines. These structures are core components in many modern drugs (e.g., antibiotics, antivirals, and kinase inhibitors).
B. Versatile Reactivity (Dual Functional Groups)
Protected Amine: The Boc group protects the amine from unwanted reactions during synthesis but can be easily removed under mild acidic conditions when needed.
Reactive Alcohol: The primary hydroxyl (-OH) group can be transformed into various other functional groups (e.g., halides, azides, esters, or aldehydes) or used to close rings. This dual functionality makes it a flexible "Lego piece" for constructing complex molecular architectures.
C. Role in Peptidomimetics
It is used to create peptidomimetics—molecules that mimic peptides but have better metabolic stability and oral bioavailability. Replacing an amino acid residue with an amino-alcohol derivative (like alaninol) can alter the backbone structure, improving the drug-like properties of the molecule.
D. Agrochemical Applications
Beyond pharma, it serves as an intermediate in the synthesis of chiral pesticides and herbicides, where specific stereoisomers often exhibit higher potency and lower environmental toxicity.
Summary of Specifications (Typical Commercial Grade)
Purity: Usually available in ≥98% or ≥99% purity (HPLC).
Optical Rotation: Specific rotation values (e.g., [α]D≈-11°)
are guaranteed to ensure enantiomeric excess (ee), which is a critical quality metric for buyers.
Stability: The Boc protection makes the molecule stable for storage and handling compared to the free amine.
In summary, N-Boc-L-alaninol is sold primarily as a high-purity, chiral scaffold that enables medicinal chemists to efficiently build complex, stereo-defined molecules for next-generation therapeutics.



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