(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-cyclobutylacetic acid

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-cyclobutylacetic acid
Brand: ChemScene
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CAS No. 1391630-31-1
Cat. No. CS-0054584
Purity≥95%
MDL No.None

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-cyclobutylacetic acid|CS-0054584

Structure of 1391630-31-1

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General Information

CAS No. 1391630-31-1
Cat. No. CS-0054584
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₂₁NO₄
Molecular Weight 351.40
Synonym(s) Fmoc-L-Cyclobutylglycine
SMILES O=C(O)[C@@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)C4CCC4

Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-cyclobutylacetic acid is a chiral building block featuring a fluorenylmethoxycarbonyl (Fmoc) protected amino group and a sterically constrained cyclobutyl side chain. This configuration enables efficient incorporation into peptide sequences under standard coupling conditions, with the Fmoc moiety offering orthogonal protection and ease of removal during synthesis. The cyclobutyl group imparts conformational rigidity, enhancing structural definition in target peptides.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-cyclobutylacetic acid serves as a valuable chiral building block for peptide synthesis, enabling the incorporation of sterically hindered, conformationally constrained amino acid surrogates. The fluorenylmethoxycarbonyl (Fmoc) group provides excellent stability under basic conditions and facilitates straightforward purification via standard chromatographic methods. Its cyclobutyl side chain imparts defined stereochemistry and rigidity, useful in modulating peptide backbone conformation and enhancing metabolic stability in bioactive sequences.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 75.63
LogP 3.7784
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 5

Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-cyclobutylacetic acid

CAS No. 1391630-31-1

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