(R)-2-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)methyl)-3-methylbutanoic acid

Name: (R)-2-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)methyl)-3-methylbutanoic acid
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CAS No. 501331-02-8
Cat. No. CS-0060831
Molecule weight353.41
Purity≥97%
MDL No.MFCD07372882

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(R)-2-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)methyl)-3-methylbutanoic acid|CS-0060831

Structure of 501331-02-8

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General Information

CAS No. 501331-02-8
Cat. No. CS-0060831
Purity ≥97%
MDL No. MFCD07372882
Storage Store at room temperature, keep dry and cool
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₂₃NO₄
Molecular Weight 353.41
Synonym(s) Butanoic acid, 2-[[[(9H-fluoren-9-ylMethoxy)carbonyl]aMino]Methyl]-3-Methyl-, (2R)-
SMILES CC(C)[C@H](CNC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)C(O)=O

Description

(R)-2-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)methyl)-3-methylbutanoic acid is a chiral, bench-stable amino acid derivative featuring a fluorenylmethoxycarbonyl (Fmoc) protecting group. This moiety enables efficient incorporation into peptide chains under standard coupling conditions while maintaining stereochemical integrity during synthesis. The branched aliphatic side chain enhances solubility and reduces aggregation in solid-phase peptide assembly workflows.

Application

(R)-2-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)methyl)-3-methylbutanoic acid serves as a robust chiral building block for peptide synthesis, offering high stereopurity and bench stability. The Fmoc group enables efficient orthogonal protection during solid-phase peptide coupling, while the branched aliphatic side chain provides structural rigidity and resistance to racemization. Its well-defined reactivity facilitates reliable deprotection and incorporation into complex peptide architectures.

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 3.8819
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 6

Other Classifications

Building Blocks Functional Group Amine

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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(R)-2-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)methyl)-3-methylbutanoic acid

CAS No. 501331-02-8

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