(R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-methylhept-6-ynoic acid

Name: (R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-methylhept-6-ynoic acid
Brand: ChemScene
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CAS No. 1198791-56-8
Cat. No. CS-0468415
Purity≥98%
MDL No.None

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(R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-methylhept-6-ynoic acid|CS-0468415

Structure of 1198791-56-8

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General Information

CAS No. 1198791-56-8
Cat. No. CS-0468415
Purity ≥98%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₃H₂₃NO₄
Molecular Weight 377.43
Synonym(s) (R)-N-FMOC-Α-(4-PENTYNYL)ALANINE
SMILES C#CCCC[C@@](C)(NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)C(O)=O

Description

This fluorenylmethoxycarbonyl-protected amino acid derivative features a chiral methyl group and a terminal alkyne for bioorthogonal conjugation. The (R)-stereocenter ensures enantioselective incorporation in peptide synthesis, while the C-terminal alkyne enables click chemistry applications. Bench-stable and moisture-tolerant, it streamlines access to functionalized peptides under standard conditions.

Application

(R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-methylhept-6-ynoic acid serves as a valuable chiral building block for peptide synthesis, enabling efficient incorporation of sterically hindered, α-branched amino acids. The fluorenylmethoxycarbonyl (Fmoc) group provides excellent stability and orthogonal deprotection under mild basic conditions. The terminal alkyne functionality supports copper-catalyzed azide-alkyne cycloaddition (CuAAC), facilitating conjugation or macrocyclization in synthetic peptide and peptidomimetic applications.

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 4.1719
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 7

Other Classifications

Building Blocks Functional Group Alkyne

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Valine and derivatives

Life Science Click Chemistry Reagents Alkyne

Chemical Biology Pharmaceutical Development and Drug Discovery Research Conjugation Chemistry/Click Chemistry Terminal Alkynes

Chemical Biology Conjugation Chemistry/Click Chemistry Terminal Alkynes

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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(R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-methylhept-6-ynoic acid

CAS No. 1198791-56-8

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