(R)-6-[(tert-Butoxycarbonyl)amino]-2-[[[(9H-fluoren-9-yl)methoxy]carbonyl]amino]hexanoic acid, CAS No. 92122-45-7

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92122-45-7

Catalog No. EBD23863

CAS 92122-45-7

Name (R)-6-[(tert-Butoxycarbonyl)amino]-2-[[[(9H-fluoren-9-yl)methoxy]carbonyl]amino]hexanoic acid

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Basic Information

Synonyms: (R)-6-[(tert-Butoxycarbonyl)amino]-2-[[[(9H-fluoren-9-yl)methoxy]carbonyl]amino]hexanoicacid n-alpha-n-epsilon-di(9-fluorenylmethoxycarbonyl)-d-lysine n-alpha-n-epsilon-bis(9-fluorenylmethyloxycarbonyl)-d-lysine n-alpha,epsilon-bis-boc-fmoc-d-lysine fmoc-d-lysine(fmoc)-oh fmoc-d-lys(fmoc)-oh n-α-fmoc-n-ε-boc-d-lysine nepsilon-(tert-butoxycarbonyl)-nalpha-[(9h-fluoren-9-ylmethoxy)carbonyl]-d-lysine nepsilon-boc-nalpha-fmoc-d-lysine fmoc-d-lys(boc)-oh N-alpha-(9-fluorenylmethyloxycarbonyl)-N-epsilon-t-butyl-oxycarbonyl-D-lysine N²,N⁶-bis[(9H-fluoren-9-ylmethoxy)carbonyl]-D-lysine

Molecular Formula: C26H32N2O6

Molecular Weight: 468.54

MDL Number: MFCD00065660

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

Product Description:

N(e)-Boc-N(a)-Fmoc-L-lysine is a protected derivative of the essential amino acid L-lysine. Its chemical structure features two orthogonal protecting groups: a tert-butoxycarbonyl (Boc) group on the epsilon (ε) amino group and a fluorenylmethyloxycarbonyl (Fmoc) group on the alpha (α) amino group. This dual protection scheme is a cornerstone of modern solid-phase peptide synthesis (SPPS). This compound serves as a critical building block in the synthesis of peptides and peptidomimetics. The Fmoc group is selectively removed under mild basic conditions (e.g., piperidine) to allow for chain elongation, while the Boc group on the side chain remains stable, preventing unwanted side reactions. This enables the precise incorporation of lysine residues with a free, reactive side-chain amine after final deprotection, which is crucial for creating branched peptides, conjugates, or introducing modifications. Its primary application is in pharmaceutical research and development for constructing bioactive peptides, including potential drug candidates, diagnostic agents, and tools for biochemical studies. It is a standard, high-purity reagent supplied specifically for peptide synthesis applications.

Physical Properties

Melting Point: 128-131 °C

Boiling Point: 685.7 °C at 760 mmHg

Flash Point: 368.5 °C

Density: 1.21 g/cm3

Refractivity: 2.2 ° (C=1, MeOH)

Storage: 2-8°C

Safety Information

Packing Level: III

Hazard Category: 9

Transport Codes: 3077

Analytical Data

Appearance: White crystalline powder