(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(2-(tert-butoxy)-2-oxoethyl)phenyl)propanoic acid

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(2-(tert-butoxy)-2-oxoethyl)phenyl)propanoic acid
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CAS No. 222842-99-1
Cat. No. CS-0199372
Molecule weight501.57
Purity≥97%
MDL No.None

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(2-(tert-butoxy)-2-oxoethyl)phenyl)propanoic acid|CS-0199372

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General Information

CAS No. 222842-99-1
Cat. No. CS-0199372
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₀H₃₁NO₆
Molecular Weight 501.57
Synonym(s) FMoc-L-4-(OtButylcarboxyMethyl)phe-OH
SMILES O=C(O)[C@@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)CC4=CC=C(CC(OC(C)(C)C)=O)C=C4

Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(2-(tert-butoxy)-2-oxoethyl)phenyl)propanoic acid is a chiral building block featuring a fluorenylmethoxycarbonyl (Fmoc) protecting group and a sterically hindered para-substituted phenyl side chain. This configuration enables direct incorporation into peptide synthesis workflows, where the Fmoc moiety facilitates orthogonal deprotection under mild basic conditions. The tert-butyl ester group provides enhanced stability during handling and purification, while the electron-rich aromatic system improves solubility in organic solvents. Designed for use in solid-phase peptide synthesis, this amino acid derivative streamlines access to complex peptidomimetics and bioactive sequences requiring precise stereochemical control.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(2-(tert-butoxy)-2-oxoethyl)phenyl)propanoic acid serves as a robust chiral building block for peptide synthesis, leveraging the orthogonal stability of the Fmoc group and the functionalized side chain. The tert-butoxy carbonyl moiety enables subsequent deprotection and derivatization under standard conditions, while the aryl-substituted proline-like scaffold supports diverse coupling reactions and integration into bioactive peptide architectures with predictable stereochemical fidelity.

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 : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 101.93
LogP 5.1052
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 8

Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Phenylalanine and derivatives

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Key Words

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(2-(tert-butoxy)-2-oxoethyl)phenyl)propanoic acid

CAS No. 222842-99-1

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