(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(methylsulfonamido)phenyl)propanoicacid

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(methylsulfonamido)phenyl)propanoicacid
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CAS No. 266999-22-8
Cat. No. CS-0172668
Purity≥97%
MDL No.MFCD01860660

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(methylsulfonamido)phenyl)propanoicacid|CS-0172668

Structure of 266999-22-8

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General Information

CAS No. 266999-22-8
Cat. No. CS-0172668
Purity ≥97%
MDL No. MFCD01860660
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₅H₂₄N₂O₆S
Molecular Weight 480.53
Synonym(s) N-Fmoc-4-methanesulfonylamino-L-phenylalanine
SMILES CS(=O)(NC1=CC=C(C[C@H](NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O)C(O)=O)C=C1)=O

Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(methylsulfonamido)phenyl)propanoic acid is a chiral building block featuring a fluorenylmethoxycarbonyl (Fmoc) protecting group and a para-methylsulfonamidophenyl side chain. This combination enables efficient incorporation into peptide sequences while maintaining stability under standard coupling conditions. The molecule integrates seamlessly into solid-phase synthesis workflows, offering reliable N-terminal protection and orthogonal deprotection compatibility.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(methylsulfonamido)phenyl)propanoic acid serves as a robust chiral building block for peptide synthesis, enabling efficient incorporation of sulfonamide-containing amino acid motifs. The Fmoc group provides orthogonal protection and facilitates easy removal under mild basic conditions, while the methylsulfonamide functionality offers enhanced solubility and metabolic stability. This derivative exhibits excellent bench stability, simplifies purification via standard chromatographic methods, and functions reliably in solid-phase and solution-phase coupling protocols.

Safety Information

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Signal Word : N/A	UN#: N/A
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Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 121.8
LogP 3.5925
H_Acceptors 5
H_Donors 3
Rotatable_Bonds 8

Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Functional Group Sulfonamide

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(methylsulfonamido)phenyl)propanoicacid

CAS No. 266999-22-8

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