(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(thiophen-2-yl)butanoic acid

Name: (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(thiophen-2-yl)butanoic acid
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CAS No. 270262-98-1
Cat. No. CS-0149795
Purity≥98%
MDL No.MFCD01861082

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(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(thiophen-2-yl)butanoic acid|CS-0149795

Structure of 270262-98-1

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General Information

CAS No. 270262-98-1
Cat. No. CS-0149795
Purity ≥98%
MDL No. MFCD01861082
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₃H₂₁NO₄S
Molecular Weight 407.48
Synonym(s) (9H-Fluoren-9-yl)MethOxy]Carbonyl (S)-3-Amino-4-(2-thienyl)-butyric acid
SMILES O=C(O)C[C@@H](CC1=CC=CS1)NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O

Description

This fluorenylmethoxycarbonyl-protected amino acid features a chiral (S)-configuration and incorporates a thiophene-containing side chain, enabling direct integration into peptide synthesis. The fluorenylmethoxycarbonyl group ensures efficient coupling and selective deprotection under mild conditions.

Application

(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(thiophen-2-yl)butanoic acid serves as a valuable chiral building block in peptide synthesis, enabling efficient incorporation of β-amino acid motifs with defined stereochemistry. The fluorenylmethoxycarbonyl (Fmoc) group provides excellent stability under basic conditions and facilitates straightforward removal during solid-phase synthesis. Its thiophene-containing side chain offers a robust platform for diversification via standard coupling reactions, with high functional group tolerance and compatibility across common synthetic 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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

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Computational Chemistry Data

TPSA 75.63
LogP 4.6726
H_Acceptors 4
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 heterocycle compounds Thiophene compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(thiophen-2-yl)butanoic acid

CAS No. 270262-98-1

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