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

Name: (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-benzylpropanoic acid
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CAS No. 203854-62-0
Cat. No. CS-0186173
Purity≥98%
MDL No.None

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(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-benzylpropanoic acid|CS-0186173

Structure of 203854-62-0

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General Information

CAS No. 203854-62-0
Cat. No. CS-0186173
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₅H₂₃NO₄
Molecular Weight 401.45
Synonym(s) FMoc-(S)-3-aMino-2-benzylpropanoic acid
SMILES O=C(OCC1C2=CC=CC=C2C3=CC=CC=C31)NC[C@@H](C(O)=O)CC4=CC=CC=C4

Description

This fluorenylmethoxycarbonyl-protected amino acid derivative features a chiral benzylic center and a benzyl side chain, enabling selective incorporation into peptide sequences. The Fmoc group ensures orthogonal protection during solid-phase synthesis, while the sterically defined backbone supports high diastereoselectivity in coupling reactions.

Application

(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-benzylpropanoic acid serves as a versatile chiral building block for peptide synthesis, enabling efficient incorporation of sterically hindered, β-branched amino acid residues. The Fmoc group provides excellent stability and orthogonal deprotection under mild basic conditions, while the benzyl side chain offers synthetic handle for downstream functionalization. Its bench-stable solid form and compatibility with standard coupling protocols facilitate reliable use in automated and manual SPPS workflows.

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 4.4686
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 7

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)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-benzylpropanoic acid

CAS No. 203854-62-0

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