(2S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-6-phenylhexanoic acid

Name: (2S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-6-phenylhexanoic acid
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CAS No. 2350732-99-7
Cat. No. CS-0758100
Purity≥96%
MDL No.MFCD32898084

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(2S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-6-phenylhexanoic acid|CS-0758100

Structure of 2350732-99-7

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General Information

CAS No. 2350732-99-7
Cat. No. CS-0758100
Purity ≥96%
MDL No. MFCD32898084
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₇H₂₇NO₄
Molecular Weight 429.51
Synonym(s) None
SMILES OC(=O)[C@H](CCCCC1=CC=CC=C1)NC(=O)OCC1C2=CC=CC=C2C2=CC=CC=C12

Description

This fluoren-9-ylmethoxycarbonyl-protected amino acid derivative serves as a key chiral building block for peptide synthesis. The (2S)-configuration ensures stereochemical fidelity, while the fluorenylmethoxycarbonyl group enables efficient, orthogonal protection of the amine. The phenyl-substituted aliphatic side chain provides enhanced hydrophobicity and structural rigidity, improving solubility in organic media and facilitating purification.

Application

(2S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-6-phenylhexanoic acid serves as a versatile chiral building block for peptide synthesis and medicinal chemistry applications. The fluorenylmethoxycarbonyl (Fmoc) group enables efficient, orthogonal protection of primary amines under mild conditions, while the phenyl-substituted aliphatic chain provides structural rigidity and enhanced metabolic stability. Its bench-stable nature and compatibility with standard coupling protocols facilitate straightforward purification and scalability in solid-phase and solution-phase syntheses.

Safety Information

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Signal Word : N/A	UN#: N/A
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Computational Chemistry Data

TPSA 75.63
LogP 5.3913
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 9

Other Classifications

Building Blocks Functional Group Fmoc

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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(2S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-6-phenylhexanoic acid

CAS No. 2350732-99-7

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