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

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-(thiophen-3-yl)acetic acid
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CAS No. 1217706-09-6
Cat. No. CS-0179046
Purity≥98%
MDL No.None

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-(thiophen-3-yl)acetic acid|CS-0179046

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General Information

CAS No. 1217706-09-6
Cat. No. CS-0179046
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₁₇NO₄S
Molecular Weight 379.43
Synonym(s) 3-Thiopheneacetic acid, α-[[(9H-fluoren-9-ylmethoxy)carbony
SMILES O=C(O)[C@H](C1=CSC=C1)NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O

Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-(thiophen-3-yl)acetic acid features a chiral α-amino acid backbone with a fluorenylmethoxycarbonyl (Fmoc) protecting group, enabling direct incorporation into peptide synthesis. The thiophen-3-yl side chain imparts enhanced solubility and electronic modulation, supporting efficient coupling under standard conditions. This bench-stable derivative facilitates the construction of complex bioactive peptides with high fidelity.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-(thiophen-3-yl)acetic acid serves as a robust chiral building block for peptide synthesis, combining the orthogonal protection of the Fmoc group with a sterically defined β-branched side chain. The thiophen-3-yl moiety imparts enhanced metabolic stability and π-stacking potential, while the bench-stable, crystalline nature facilitates straightforward purification and handling in multi-step syntheses.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 75.63
LogP 4.4125
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 5

Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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

CAS No. 1217706-09-6

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