N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N-allylglycine

Name: N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N-allylglycine
Brand: ChemScene
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CAS No. 222725-35-1
Cat. No. CS-0089995
Purity≥97%
MDL No.MFCD17976766

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N-allylglycine|CS-0089995

Structure of 222725-35-1

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Description

N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N-allylglycine is a protected amino acid derivative featuring a fluorenylmethyl carbamate (Fmoc) group and a reactive allyl side chain. This combination enables orthogonal protection strategies in peptide synthesis, where the Fmoc moiety facilitates base-labile deprotection and the allyl group supports mild, chemoselective removal via palladium-catalyzed reactions. The molecule integrates seamlessly into solid-phase workflows, offering reliable handling and compatibility with diverse coupling conditions.

Application

N-((9H-Fluoren-9-yl)methoxy)carbonyl)-N-allylglycine serves as a versatile protected amino acid building block for peptide synthesis, enabling orthogonal handling of the allyl group and Fmoc moiety. The allyl side chain facilitates post-coupling modifications via palladium-catalyzed reactions, while the Fmoc group ensures efficient deprotection under mild basic conditions. This dual functionality supports streamlined synthetic sequences in complex peptide and peptidomimetic assembly.

General Information

CAS No. 222725-35-1
Cat. No. CS-0089995
Purity ≥97%
MDL No. MFCD17976766
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₁₉NO₄
Molecular Weight None
Synonym(s) None
SMILES O=C(O)CN(C(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)CC=C

Computational Chemistry Data

TPSA 66.84
LogP 3.5081
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 6

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Other Classifications

Bioactive Molecules Peptides

Building Blocks Functional Group Fmoc

Life Science Amino Acids and their Derivatives Glycine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Key Words

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N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N-allylglycine

CAS No. 222725-35-1

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