Welcome to iChemical.com!

In the below part, please select the country you want us to ship to: Please note that once you've selected a shipping country, all pricing information on our website will be automatically updated to include door-to-door shipping to the country you specified.

    OK
    Get Quote Login
    84192-88-1

    Catalog No. EBD2222193

    CAS 84192-88-1

    Name Ac-Glu(OtBu)-OH

    Get Quote
    Basic Information

    Synonyms: L-Glutamicacid,N-acetyl-,5-(1,1-dimethylethyl)ester n-alpha-acetyl-l-glutamicacidgamma-t-butylester acetyl-l-glutamicacidbeta-t-butylester acetyl-l-glutamicacidgamma-t-butylester ac-glutamicacid(otbu)-oh (s)-2-acetamido-5-tert-butoxy-5-oxopentanoicacid refdupl:ac-glu(otbu)-oh n-acetyl-l-glutamicacid5-tert-butylester Ac-Glu(OtBu)-OH (2S)-2-(acetylamino)-5-tert-butoxy-5-oxopentanoicacid(non-preferredname) (2S)-2-Acetamido-5-tert-butoxy-5-oxopentanoicacid(non-preferredname)

    Molecular Formula: C11H19NO5

    Molecular Weight: 245.27

    Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics Synthetic Chemistry > Organic Building Blocks > Carboxylic Acids and Esters

    Product Description:
    Ac-Glu(OtBu)-OH is a protected amino acid derivative, specifically N-acetyl-L-glutamic acid 5-tert-butyl ester. It features an N-terminal acetyl group and a side-chain carboxyl group protected as a tert-butyl ester. This structure renders it a crucial building block in solid-phase peptide synthesis (SPPS), particularly for introducing glutamic acid residues while preventing unwanted side reactions at the carboxylic acid functionalities during the coupling steps. Its primary application is as a specialized reagent in the research and development of peptides and peptidomimetics. The tert-butyl ester protecting group on the glutamic acid side chain is stable under standard Fmoc-SPPS conditions but can be readily cleaved under acidic conditions (e.g., with trifluoroacetic acid) in the final deprotection step. This makes it indispensable for synthesizing peptides containing glutamic acid, which are of significant interest in pharmaceutical research for drug discovery, especially in areas involving hormones, neurotransmitters, and enzyme inhibitors. Beyond its role as a peptide synthesis intermediate, it serves as a valuable chiral synthon in organic chemistry due to its defined stereochemistry and protected functional groups. It is commercially available from major suppliers of fine chemicals and peptide reagents, highlighting its established importance in both life science research and synthetic chemistry laboratories.
    Physical Properties

    Boiling Point: 464 °C at 760 mmHg

    Flash Point: 234.4 °C

    Density: 1.143 g/cm3

    mg g kg ml l t