H-Gly-OtBu·HCl, CAS No. 27532-96-3

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27532-96-3

Catalog No. EBD2138530

CAS 27532-96-3

Name H-Gly-OtBu·HCl

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Basic Information

Synonyms: H-Gly-OtBu.HCl GLYCINEtert-butylesterhydrochloride tert-butylglycinatehydrochloride 2-tert-butoxy-2-oxoethanaminium GLYCINET-butylesterHCL GLYCIN-tert-butylesterhydrochloride H-Gly-OtBu-HCl Glycinetert-butylesterHCl H-Gly-OtBu·HCl tert-Butylglycinehydrochloride Glycinetertbutylesterhydrochloride tert-butylaminoacetatehydrochloride

Molecular Formula: C6H14ClNO2

Molecular Weight: 167.63

MDL Number: MFCD00058255

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Other Pharmaceutical Intermediates Synthetic Chemistry > Organic Building Blocks > Amines

Product Description:

Glycine tert-butyl ester hydrochloride is a white to off-white crystalline powder. It is a derivative of the amino acid glycine, where the carboxylic acid group is protected as a tert-butyl ester, and the amino group is present as a hydrochloride salt. This protection strategy renders the amino group reactive while the carboxyl group is inert, making it a versatile building block. This compound is primarily used as a key intermediate in the synthesis of peptides and peptidomimetics. The tert-butyl ester (OtBu) protecting group is stable under acidic conditions and can be readily cleaved under strong acidic conditions (e.g., trifluoroacetic acid), making it a standard choice in solid-phase peptide synthesis (SPPS) and solution-phase peptide chemistry. It serves as the N-terminal glycine residue in the construction of various peptide sequences for pharmaceutical research. Beyond peptide synthesis, it functions as a fundamental amine synthon in organic chemistry for constructing more complex molecules. Its stability and commercial availability make it a common starting material in medicinal chemistry and biochemical research for developing protease inhibitors, receptor ligands, and other bioactive compounds.

Physical Properties

Melting Point: 141-143 °C(lit.)

Boiling Point: 145.7 °C at 760 mmHg

Flash Point: 20.7 °C

Density: 0.973 g/cm3

Solubility: H2O: 0.1 g/mL, clear, colorless

Storage: −20°C

Analytical Data

Appearance: Crystalline