N-(((9H-fluoren-9-yl)methoxy)carbonyl)-O-methyl-L-threonine

Name: N-(((9H-fluoren-9-yl)methoxy)carbonyl)-O-methyl-L-threonine
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CAS No. 928063-81-4
Cat. No. CS-0490185
Molecule weight355.38
Purity≥98%
MDL No.MFCD04973176

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N-(((9H-fluoren-9-yl)methoxy)carbonyl)-O-methyl-L-threonine|CS-0490185

Structure of 928063-81-4

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General Information

CAS No. 928063-81-4
Cat. No. CS-0490185
Purity ≥98%
MDL No. MFCD04973176
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₂₁NO₅
Molecular Weight 355.38
Synonym(s) (2S,3R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-methoxybutanoic acid
SMILES CO[C@H](C)[C@@H](C(O)=O)NC(=O)OCC1C2=C(C=CC=C2)C3C1=CC=CC=3

Description

N-(((9H-fluoren-9-yl)methoxy)carbonyl)-O-methyl-L-threonine is a protected amino acid derivative featuring a fluorenylmethoxycarbonyl (Fmoc) group for N-terminal protection and a methylated hydroxyl at the O-position. This configuration enhances stability during solid-phase peptide synthesis, enabling efficient coupling without side reactions. The Fmoc moiety ensures orthogonal deprotection with mild base, streamlining sequence assembly in complex peptide workflows.

Application

N-(((9H-fluoren-9-yl)methoxy)carbonyl)-O-methyl-L-threonine serves as a protected amino acid building block for peptide synthesis, enabling selective incorporation of threonine derivatives with orthogonal protection. The Fmoc group ensures efficient removal under mild base conditions, while the O-methyl ether stabilizes the hydroxyl functionality against side reactions. This derivative facilitates high-yielding coupling reactions and simplifies purification in solid-phase and solution-phase workflows.

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 84.86
LogP 3.0132
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 6

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Threonine 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)-O-methyl-L-threonine

CAS No. 928063-81-4

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