L-Glutamic acid 5-tert-butyl ester, CAS No. 2419-56-9

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2419-56-9

Catalog No. EBD46145

CAS 2419-56-9

Name L-Glutamic acid 5-tert-butyl ester

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Basic Information

Synonyms: H-Glu(OtBu)-OH L-GLUTAMICACID-5-TERT-BUTYLESTER Glu(OtBu) (2S)-2-ammonio-5-tert-butoxy-5-oxopentanoate L-GlutamicAcid5-Tert-ButylEster l-glutamicacid-gamma-t-butylestermonohydrate l-glutamicacidgamma-t-butylester l-gamma-t-butylglutamate h-l-glu(tbu)-ohh2o h-glu(otbu)-ohh2o h-glu(obut)-oh

Molecular Formula: C9H17NO4

Molecular Weight: 203.24

MDL Number: MFCD00038580

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

Product Description:

L-Glutamic acid 5-tert-butyl ester is a derivative of the amino acid L-glutamic acid, where the gamma-carboxyl group is protected as a tert-butyl ester. This modification renders the side chain carboxylic acid inert under standard peptide coupling conditions, allowing for selective deprotection under acidic conditions. Its primary application is in solid-phase peptide synthesis (SPPS) and solution-phase peptide chemistry, serving as a key building block for the introduction of glutamic acid residues into peptides and proteins. The tert-butyl ester group provides orthogonal protection to the alpha-carboxyl group, enabling the synthesis of complex peptide sequences, including those used in pharmaceutical research and development. It is also utilized in the synthesis of glutamic acid analogs and conjugates for biochemical studies.

Physical Properties

Boiling Point: 336.4 °C at 760 mmHg

Flash Point: 157.3 °C

Density: 1.133 g/cm3

Storage: 2-8°C