(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(benzo[b]thiophen-3-yl)propanoic acid

Name: (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(benzo[b]thiophen-3-yl)propanoic acid
Brand: ChemScene
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CAS No. 177966-61-9
Cat. No. CS-0149837
Purity≥96%
MDL No.MFCD00672563

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FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(benzo[b]thiophen-3-yl)propanoic acid|CS-0149837

Structure of 177966-61-9

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General Information

CAS No. 177966-61-9
Cat. No. CS-0149837
Purity ≥96%
MDL No. MFCD00672563
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₆H₂₁NO₄S
Molecular Weight 443.51
Synonym(s) Fmoc-D-3-Benzothienylala
SMILES O=C(O)[C@@H](CC1=CSC2=CC=CC=C12)NC(OCC3C4=CC=CC=C4C5=CC=CC=C53)=O

Description

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(benzo[b]thiophen-3-yl)propanoic acid features a chiral α-amino acid scaffold bearing a fluorenylmethoxycarbonyl (Fmoc) protecting group and a sterically defined benzo[b]thiophene moiety. This configuration enables direct incorporation into peptide synthesis workflows, delivering high fidelity in sequence assembly under standard conditions. The Fmoc handle ensures orthogonal deprotection compatibility, while the aromatic thiophene side chain enhances solubility and structural rigidity for complex peptide architectures.

Application

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(benzo[b]thiophen-3-yl)propanoic acid serves as a robust chiral building block for peptide synthesis, leveraging the stability and orthogonal deprotection of the Fmoc group. Its benzo[b]thiophene moiety imparts structural rigidity and enhanced metabolic stability, facilitating efficient incorporation into bioactive scaffolds. The molecule exhibits excellent bench stability, clean reaction profiles, and compatibility with standard coupling protocols, enabling reliable access to complex peptide architectures in medicinal chemistry campaigns.

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 5.4357
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 6

Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic heterocycle compounds Benzothiophene compounds

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(benzo[b]thiophen-3-yl)propanoic acid

CAS No. 177966-61-9

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