Boc-pGlu-OH, CAS No. 53100-44-0

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53100-44-0

Catalog No. EBD43287

CAS 53100-44-0

Name Boc-pGlu-OH

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Basic Information

Synonyms: 1-(tert-butyl)hydrogen(S)-5-oxopyrrolidine-1,2-dicarboxylate 1,2-Pyrrolidinedicarboxylicacid,5-oxo-,1-(1,1-dimethylethyl)ester,(2S)- (S)-5-Oxo-1,2-pyrrolidinedicarboxylicacid,1-(1,1-dimethylethyl)ester 1-(tert-butoxycarbonyl)-5-oxo-L-proline BOC-PYR-OH N-Boc-5-oxo-L-proline Z-LeuDCHA L-N-t-butoxycarbonylpyroglutamicacid Boc-pGlu-OH

Molecular Formula: C10H15NO5

Molecular Weight: 229.23

MDL Number: MFCD00672316

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Medicinal Chemistry > Biochemicals and Life Science Reagents > Amino Acids and Derivatives

Product Description:

N-Boc-L-pyroglutamic acid is a protected derivative of L-pyroglutamic acid (5-oxoproline), featuring a tert-butoxycarbonyl (Boc) group on the nitrogen atom of the pyrrolidone ring. This white to off-white crystalline powder is a chiral, non-proteinogenic amino acid derivative with a molecular formula of C10H15NO5. This compound serves as a crucial chiral building block in peptide synthesis and medicinal chemistry. Its primary application is as an advanced intermediate for the synthesis of complex peptides and peptidomimetics, particularly those containing the pyroglutamyl residue. The Boc-protected form enhances solubility and facilitates specific coupling reactions while preventing unwanted side reactions at the nitrogen during peptide chain elongation. It is frequently employed in the research and development of pharmaceutical candidates. As a derivative of a naturally occurring amino acid metabolite, it also finds use in biochemical research related to glutathione metabolism and as a precursor for labeled compounds in metabolic studies. The Boc protecting group can be readily removed under mild acidic conditions, making it a versatile and valuable synthon in organic and bioorganic synthesis.

Physical Properties

Melting Point: 118-123 °C (dec.)

Boiling Point: 425.8 °C at 760 mmHg

Flash Point: 211.3 °C

Density: 1.304 g/cm3

Storage: 2-8°C