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

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)but-3-enoic acid
Brand: ChemScene
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CAS No. 1025434-04-1
Cat. No. CS-0138541
Purity≥97%
MDL No.MFCD02682488

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)but-3-enoic acid|CS-0138541

Structure of 1025434-04-1

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Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)but-3-enoic acid is a chiral, bench-stable amino acid derivative featuring a fluorenylmethyl carbamate (FMOC) protecting group and a conjugated enoic acid side chain. This structure enables direct incorporation into peptide synthesis workflows, where the FMOC moiety facilitates orthogonal protection and the double bond supports downstream functionalization.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)but-3-enoic acid serves as a valuable chiral building block in peptide synthesis, enabling the introduction of α,β-unsaturated amino acid moieties with high stereochemical fidelity. The Fmoc group provides excellent stability and ease of removal under mild basic conditions, while the conjugated enoic acid functionality facilitates subsequent Michael additions or Diels–Alder reactions. Its bench-stable nature and compatibility with standard coupling protocols make it well-suited for both academic and industrial peptide library development.

General Information

CAS No. 1025434-04-1
Cat. No. CS-0138541
Purity ≥97%
MDL No. MFCD02682488
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₉H₁₇NO₄
Molecular Weight 323.34
Synonym(s) Fmoc-L-Vinylglycine
SMILES C=C[C@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)C(O)=O

Computational Chemistry Data

TPSA 75.63
LogP 3.1643
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 5

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-P362+P364-P501

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Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Alanine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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

CAS No. 1025434-04-1

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