(R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)pent-4-ynoic acid
$260.00
CAS No.: 220497-98-3
Catalog No.: LT0117
Purity: 95%
MF: C20H17NO4
MW: 335.359
Storage: 2-8 degree Celsius
SMILES: C1=CC=CC=2C3=CC=CC=C3C(C12)COC(=O)N[C@@H](C(=O)O)CC#C
Catalog No.: LT0117
Purity: 95%
MF: C20H17NO4
MW: 335.359
Storage: 2-8 degree Celsius
SMILES: C1=CC=CC=2C3=CC=CC=C3C(C12)COC(=O)N[C@@H](C(=O)O)CC#C
CAS NO.: 220497-98-3;(R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)pent-4-ynoic acid. PROPERTIES: This chiral protected amino acid presents as a white crystalline solid with a molecular weight of approximately 380.4 g/mol. The (R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)pent-4-ynoic acid combines a chiral alkyne chain with fluorenylmethoxycarbonyl (Fmoc) protection. It exhibits limited aqueous solubility until pH < 3 but dissolves well in DMSO and DMF. Stability characterization reveals sensitivity to base-catalyzed Fmoc-deprotection and autoxidation of the alkyne group, necessitating storage at 2-8 degree Celsius in amber glass containers. Handlers should use powder hoods with HEPA filtration and wear cut-resistant gloves during handling. Skin contact may cause localized edema requiring corticosteroid application. Inhalation may induce respiratory alkalosis; treatment includes humidified oxygen administration. Eye exposure requires chelation inhibitors and ophthalmology evaluation. Waste should be hydrolyzed with dilute acid prior to disposal. APPLICATIONS: The (R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)pent-4-ynoic acid serves as a key intermediate in the synthesis of various pharmaceuticals. Its chiral alkyne group provides opportunities for alkyne-azide cycloaddition (Click) chemistry. Research teams utilize this compound as a starting material for creating bioconjugates and targeted drug delivery systems. The Fmoc-protected amine allows for orthogonal protection strategies in solid-phase peptide synthesis. Additionally, it serves as a building block for creating kinase inhibitors with alkyne handles for bioorthogonal reactions.
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