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

Name: (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-methylpentanoic acid
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CAS No. 266318-79-0
Cat. No. CS-0060833
Purity≥97%
MDL No.None

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(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-methylpentanoic acid|CS-0060833

Structure of 266318-79-0

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General Information

CAS No. 266318-79-0
Cat. No. CS-0060833
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₂₃NO₄
Molecular Weight 353.41
Synonym(s) (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-methylpentanoic acid
SMILES CC([C@@H](NC(OCC1C2=CC=CC=C2C3=CC=CC=C31)=O)CC(O)=O)C

Description

N-Fmoc-(S)-3-amino-4-methylpentanoic acid features a chiral, side-chain-functionalized amino acid scaffold with a bulky methyl substituent. This configuration enhances steric differentiation in peptide synthesis, while the Fmoc group enables efficient N-terminal protection and orthogonal deprotection. The pendant amine facilitates conjugation or branching in macrocyclic and peptidomimetic architectures.

Application

N-Fmoc-(S)-3-amino-4-methylpentanoic acid serves as a versatile building block for peptide synthesis and medicinal chemistry applications. The Fmoc group enables efficient orthogonal protection during solid-phase peptide coupling, while the (S)-configured amino group and branched aliphatic side chain provide structural diversity for bioactive molecule design. Its bench-stable nature and compatibility with standard deprotection protocols facilitate reliable incorporation into complex scaffolds.

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

Quality Control

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Computational Chemistry Data

TPSA 75.63
LogP 4.0244
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

Key Words

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

CAS No. 266318-79-0

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