(R)-5-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)pentanoic acid, CAS No. 163336-15-0

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163336-15-0

Catalog No. EBD2220084

CAS 163336-15-0

Name (R)-5-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)pentanoic acid

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Basic Information

Synonyms: (R)-5-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)pentanoicacid boc-d-orn(fmoc)-oh boc-d-ornithine(fmoc)-oh boc-n-delta-fmoc-d-ornithine n-alpha-tert-butyloxycarbonyl-n-delta-(9-fluorenyloxycarbonyl)-d-ornithine n-alpha-t-butyloxycarbonyl-n-epsilon-(9-fluorenylmethyloxycarbonyl)-d-ornithine n-alpha-t-butoxycarbonyl-n-delta-(9-fluorenylmethoxycarbonyl)-d-ornithine n-alpha-t-butoxycarbonyl-n-sigma-(9-fluorenylmethoxycarbonyl)-d-ornithine n-α-boc-n-δ-fmoc-d-ornithine

Molecular Formula: C25H30N2O6

Molecular Weight: 454.52

MDL Number: MFCD00151883

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics

Product Description:

N-Boc-N'-Fmoc-D-ornithine is a protected derivative of the non-proteinogenic amino acid D-ornithine. It features two orthogonal protecting groups: a tert-butoxycarbonyl (Boc) group on the α-amino group and a 9-fluorenylmethoxycarbonyl (Fmoc) group on the side-chain δ-amino group. This configuration makes it a crucial building block in solid-phase peptide synthesis (SPPS), particularly when employing Fmoc-based strategies. Its primary application is in the synthesis of peptides and peptidomimetics that incorporate the D-ornithine residue. D-amino acids, including D-ornithine, are important for creating peptides with enhanced metabolic stability, altered receptor selectivity, and novel biological activities. This specific derivative is essential for constructing complex peptides where selective deprotection of the side chain or the backbone is required during sequential synthesis. The compound is a specialty chemical predominantly used in pharmaceutical research and development for producing potential therapeutic agents, antimicrobial peptides, and biochemical probes. Proper handling requires standard laboratory safety precautions for fine chemicals.

Physical Properties

Boiling Point: 679 °C at 760 mmHg

Flash Point: 364.5 °C

Density: 1.226 g/cm3