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

Name: (S)-2-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)methyl)-3-methylbutanoic acid
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CAS No. 203854-59-5
Cat. No. CS-0095468
Purity≥97%
MDL No.MFCD07372881

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(S)-2-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)methyl)-3-methylbutanoic acid|CS-0095468

Structure of 203854-59-5

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General Information

CAS No. 203854-59-5
Cat. No. CS-0095468
Purity ≥97%
MDL No. MFCD07372881
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₂₃NO₄
Molecular Weight 353.41
Synonym(s) FMoc-(S)-2-(aMinoMethyl)-3-Methylbutanoic acid
SMILES CC(C)[C@@H](CNC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)C(O)=O

Description

(S)-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 mild coupling conditions. The side chain bears a tertiary methyl substituent, providing steric differentiation at the β-position. The compound serves as a key building block for solid-phase peptide synthesis, where its solubility and compatibility streamline sequence assembly.

Application

(S)-2-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)methyl)-3-methylbutanoic acid serves as a robust chiral building block for peptide synthesis, offering high stereoselectivity and bench stability. The Fmoc group enables efficient, orthogonal protection of the amine, while the branched aliphatic side chain provides steric definition and compatibility with standard coupling protocols. Its structure facilitates clean deprotection and purification, making it well-suited for iterative 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 : 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 Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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

CAS No. 203854-59-5

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