CAS 264276-42-8

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-4-fluorophenylalanine

Description:

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-4-fluorophenylalanine, commonly referred to as Fmoc-4-fluorophenylalanine, is a derivative of the amino acid phenylalanine, modified with a fluorenylmethoxycarbonyl (Fmoc) protecting group. This compound is characterized by its aromatic structure, which includes a fluorine atom substituted on the para position of the phenyl ring, enhancing its electronic properties. The Fmoc group serves as a protective moiety for the amino group, facilitating its use in solid-phase peptide synthesis by preventing unwanted reactions during the coupling process. The presence of the fluorine atom can influence the compound's hydrophobicity and reactivity, making it useful in various biochemical applications. Additionally, the compound is typically white to off-white in appearance and is soluble in organic solvents, which is advantageous for its use in synthetic chemistry. Its CAS number, 264276-42-8, allows for easy identification and reference in chemical databases. Overall, this compound is significant in peptide synthesis and research due to its unique structural features and functional properties.

Formula: C₂₄H₂₀FNO₄

InChI: InChI=1S/C24H20FNO4/c25-16-11-9-15(10-12-16)13-22(23(27)28)26-24(29)30-14-21-19-7-3-1-5-17(19)18-6-2-4-8-20(18)21/h1-12,21-22H,13-14H2,(H,26,29)(H,27,28)

InChI key: InChIKey=IXUMACXMEZBPJG-UHFFFAOYSA-N

SMILES: C(OC(NC(CC1=CC=C(F)C=C1)C(O)=O)=O)C2C=3C(C=4C2=CC=CC4)=CC=CC3

Synonyms:

• 2-([[(9H-Fluoren-9-yl)methoxy]carbonyl]amino)-3-(4-fluorophenyl)propanoic acid
• 2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-3-(4-fluorophenyl)propanoic acid
• <span class="text-smallcaps">D</smallcap><smallcap>L</span>-Fmoc-4-fluorophenylalanine
• DL-Fmoc-4-fluorophenylalanine
• Fmoc-p-fluoro-DL-Phe-OH
• N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-4-fluorophenylalanine
• Phenylalanine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-4-fluoro-

Phenylalanine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-4-fluoro-

CAS: 264276-42-8

Formula: C₂₄H₂₀FNO₄

Purity: 98%

Molecular weight: 405.4183

Ref: IN-DA002T6M

FMOC-P-FLUORO-DL-PHE-OH

CAS: 264276-42-8

FMOC-P-FLUORO-DL-PHE-OH

Purity: ≥95%

Molecular weight: 405.42g/mol

Ref: 54-PC27881