Boc-L-Glutamic acid 5-benzylester, CAS No. 13574-13-5

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13574-13-5

Catalog No. EBD36518

CAS 13574-13-5

Name Boc-L-Glutamic acid 5-benzylester

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Basic Information

Synonyms: N-alpha-t-BOC-L-glutamic-gamma-benzylester (2S)-5-(benzyloxy)-2-[(tert-butoxycarbonyl)amino]-5-oxopentanoicacid(non-preferredname) (2S)-5-(benzyloxy)-2-[(tert-butoxycarbonyl)amino]-5-oxopentanoate Boc-L-Glutamicacid5-benzylester Boc-L-GlutamicAcid-5-BenzylEster N-(tert-Butoxycarbonyl)-L-glutamicacid5-benzylester 5-BenzylN-[(1,1-dimethylethoxy)carbonyl]-L-glutamate n-[(1,1-dimethylethoxy)carbonyl]-l-glutamicaci5-(phenylmethyl)ester t-butyloxycarbonyl-l-glutamicacidgamma-benzylester tboc-l-glutamicacid(obzl) n-boc-l-glutamicacid5-benzylester n-alpha-tert-butyloxycarbonyl-l-glutamicacidgamma-benzylester n-alpha-tert-boc-l-glutamic-gamma-benzylester n-alpha-t-boc-l-glutamicacidgamma-benzylester n-alpha-t-butoxycarbonyl-l-glutamicacidgamma-benzylester (2S)-5-(benzyloxy)-2-[(tert-butoxycarbonyl)amino]-5-ox

Molecular Formula: C17H23NO6

Molecular Weight: 337.37

MDL Number: MFCD00065569

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics

Product Description:

Boc-Glu(OBzl)-OH, with CAS number 13574-13-5, is a protected derivative of the amino acid L-glutamic acid. Its chemical structure features a tert-butoxycarbonyl (Boc) group protecting the alpha-amino group and a benzyl (Bzl) ester protecting the side-chain gamma-carboxylic acid group. This white to off-white crystalline powder is a crucial building block in peptide synthesis. This compound is primarily used as a key intermediate in solid-phase and solution-phase peptide synthesis. The Boc protecting group is stable under basic conditions but can be selectively removed under mild acidic conditions, while the benzyl ester on the side chain offers orthogonal protection that is typically cleaved by catalytic hydrogenation. This allows for the controlled, sequential assembly of complex peptides, particularly those containing glutamic acid residues where selective side-chain modification or deprotection is required. Its main application lies in the research and development of therapeutic peptides, peptide hormones, and as a precursor for more complex bioactive molecules. It is a standard reagent in peptide chemistry laboratories for constructing peptide chains with specific sequences and functionalities.

Physical Properties

Melting Point: 69-71 °C

Boiling Point: 522.6 °C at 760 mmHg

Flash Point: 269.9 °C

Density: 1.197 g/cm3

Refractivity: -16.5 ° (C=2, DMF)

Storage: 2-8°C

Analytical Data

Appearance: white to off-white powder