(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-cyanophenyl)propanoic acid

Name: (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-cyanophenyl)propanoic acid
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CAS No. 507472-24-4
Cat. No. CS-0181505
Molecule weight412.44
Purity≥97%
MDL No.MFCD03428006

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(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-cyanophenyl)propanoic acid|CS-0181505

Structure of 507472-24-4

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General Information

CAS No. 507472-24-4
Cat. No. CS-0181505
Purity ≥97%
MDL No. MFCD03428006
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₅H₂₀N₂O₄
Molecular Weight 412.44
Synonym(s) Fmoc-(S)-3-Amino-3-(4-Cyano phenyl)-propionic acid
SMILES O=C(O)C[C@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)C4=CC=C(C#N)C=C4

Description

This fluoren-9-ylmethoxycarbonyl-protected amino acid derivative features a chiral (S)-configuration and incorporates a para-cyanophenyl group, enhancing its utility in peptide synthesis. The Cbz moiety provides robust protection for amine functionalities, enabling selective deprotection under standard hydrogenolysis conditions. This structure facilitates efficient incorporation into peptidomimetics and bioactive oligomers.

Application

(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-cyanophenyl)propanoic acid serves as a robust chiral building block for peptide synthesis, enabling efficient N-terminal protection with orthogonal deprotection under mild conditions. The Fmoc group ensures high stability and ease of purification, while the pendant nitrile facilitates downstream functionalization. This compound exhibits excellent solubility and compatibility in standard coupling protocols, making it well-suited for solid-phase and solution-phase peptide assembly.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

TPSA 99.42
LogP 4.61278
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 6

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-cyanophenyl)propanoic acid

CAS No. 507472-24-4

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