Nα-(tert-butoxycarbonyl)-L-asparagine, CAS No. 7536-55-2

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7536-55-2

Catalog No. EBD25654

CAS 7536-55-2

Name Nα-(tert-butoxycarbonyl)-L-asparagine

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Basic Information

Synonyms: N2-[(tert-butoxy)carbonyl]-L-asparagine Boc-Asn-OH N~2~-(tert-butoxycarbonyl)-L-asparagine (2S)-4-amino-2-[(tert-butoxycarbonyl)amino]-4-oxobutanoate N~2~-(tert-butoxycarbonyl)-D-asparagine Boc-L-Asn-OH Boc-L-asparagine Piperidine-1,3-dicarboxylicacid1-tert-butylester (S)-2-tert-Butoxycarbonylamino-succinamicacid N-Boc-L-Asn Nα-(tert-butoxycarbonyl)-L-asparagine

Molecular Formula: C9H16N2O5

Molecular Weight: 232.23

MDL Number: MFCD00038152

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Amino Acids and Derivatives Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks

Product Description:

N-(α)-Boc-L-aspartic acid is a protected derivative of the natural amino acid L-aspartic acid. It features a tert-butoxycarbonyl (Boc) group protecting the α-amino functionality, while the side-chain carboxylic acid remains free. This compound is a white to off-white crystalline powder and is a crucial building block in peptide synthesis. Its primary application is in solid-phase and solution-phase peptide synthesis, particularly for the controlled incorporation of aspartic acid residues. The Boc protecting group is stable under the conditions used for peptide coupling but can be selectively removed under mild acidic conditions (e.g., with trifluoroacetic acid), allowing for sequential chain elongation. It is extensively used in the research and development of therapeutic peptides, peptidomimetics, and as a key intermediate in the synthesis of more complex bioactive molecules and drug candidates. This derivative is valued for its high purity and reliability in synthetic protocols. It must be stored in a cool, dry place and handled with standard laboratory precautions to avoid inhalation or skin contact.

Physical Properties

Melting Point: 175 °C (dec.)(lit.)

Boiling Point: 481.7 °C at 760 mmHg

Flash Point: 245.1 °C

Density: 1.253 g/cm3

Refractivity: -7 ° (C=1, DMF)

Storage: −20°C

Analytical Data

Appearance: White amorphous powder