N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-O-benzyl-L-homoserine

Name: N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-O-benzyl-L-homoserine
Brand: ChemScene
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CAS No. 1185841-92-2
Cat. No. CS-0162108
Purity≥98%
MDL No.MFCD09752161

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FedEx Limited Quantities Ground	$0.00
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N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-O-benzyl-L-homoserine|CS-0162108

Structure of 1185841-92-2

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General Information

CAS No. 1185841-92-2
Cat. No. CS-0162108
Purity ≥98%
MDL No. MFCD09752161
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₆H₂₅NO₅
Molecular Weight 431.48
Synonym(s) N-α-(9-Fluorenylmethoxycarbonyl)-O-benzyl-L-homoserine
SMILES O=C(O)[C@H](CCOCC1=CC=CC=C1)NC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O

Description

N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-O-benzyl-L-homoserine is a protected amino acid derivative featuring a fluorenylmethyl carbamate (Fmoc) group for N-terminal protection and a benzyl ether for O-side chain protection. This combination enables orthogonal deprotection during peptide synthesis, ensuring selective handling of functional groups under standard conditions. The structure supports efficient coupling reactions while maintaining stability in common organic solvents.

Application

N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-O-benzyl-L-homoserine serves as a versatile amino acid building block for peptide synthesis, enabling efficient N-terminal protection and side-chain stabilization. The Fmoc group facilitates mild deprotection under basic conditions, while the O-benzyl ether protects the hydroxyl functionality with high stability during coupling reactions. This derivative exhibits excellent solubility, bench stability, and compatibility with standard solid-phase protocols, making it ideal for constructing complex peptides and heterocyclic scaffolds in medicinal chemistry 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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

TPSA 84.86
LogP 4.5852
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 9

Other Classifications

Building Blocks Functional Group Ether

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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

Key Words

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N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-O-benzyl-L-homoserine

CAS No. 1185841-92-2

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