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

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-cyanopropanoic acid
Brand: ChemScene
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CAS No. 127273-06-7
Cat. No. CS-0102038
Purity≥98%
MDL No.MFCD01861370

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-cyanopropanoic acid|CS-0102038

Structure of 127273-06-7

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Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-cyanopropanoic acid features a chiral center at the α-position, enabling stereoselective peptide synthesis. The fluorenylmethyl carbamate (Fmoc) group ensures efficient protection and orthogonal deprotection under mild conditions. This derivative integrates seamlessly into solid-phase workflows, delivering high coupling efficiency with minimal racemization.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-cyanopropanoic acid serves as a robust chiral building block for peptide synthesis, enabling efficient incorporation of β-aminonitrile motifs. The Fmoc group provides orthogonal protection and facilitates purification, while the nitrile functionality offers a versatile handle for downstream transformations including hydrolysis to carboxylic acids or conversion to amides. Bench-stable and compatible with standard coupling protocols, it functions reliably in solid-phase and solution-phase syntheses.

General Information

CAS No. 127273-06-7
Cat. No. CS-0102038
Purity ≥98%
MDL No. MFCD01861370
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₉H₁₆N₂O₄
Molecular Weight 336.34
Synonym(s) Fmoc-beta-cyano-L-alanine
SMILES O=C(O)[C@H](CC#N)NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O

Computational Chemistry Data

TPSA 99.42
LogP 2.89198
H_Acceptors 4
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-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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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)-3-cyanopropanoic acid

CAS No. 127273-06-7

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