(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-(benzyloxy)-5-oxopentanoic acid

Name: (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-(benzyloxy)-5-oxopentanoic acid
Brand: ChemScene
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CAS No. 104091-11-4
Cat. No. CS-0101002
Purity≥98%
MDL No.MFCD00273449

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Excepted Quantity	$0.00
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(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-(benzyloxy)-5-oxopentanoic acid|CS-0101002

Structure of 104091-11-4

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Description

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-(benzyloxy)-5-oxopentanoic acid features a chiral center at the C2 position, enabling stereoselective synthesis in peptide and pharmaceutical applications. The fluorenylmethyl carbamate (Fmoc) group provides robust protection for amine functionalities, while the benzyloxy-substituted ketone moiety offers a reactive handle for conjugation. This compound combines stability under standard bench conditions with compatibility in solid-phase synthesis workflows.

Application

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-(benzyloxy)-5-oxopentanoic acid serves as a versatile chiral building block for the synthesis of biologically active peptides and heterocyclic scaffolds. Its fluorenylmethoxycarbonyl (Fmoc) group enables efficient peptide coupling, while the benzyloxy and ketone functionalities provide orthogonal handles for selective transformations. The molecule exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic workflows in medicinal chemistry and process development.

General Information

CAS No. 104091-11-4
Cat. No. CS-0101002
Purity ≥98%
MDL No. MFCD00273449
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₇H₂₅NO₆
Molecular Weight 459.49
Synonym(s) Fmoc-D-Glu(OBzl)-OH
SMILES O=C([C@@H](CCC(OCC1=CC=CC=C1)=O)NC(OCC2C3=CC=CC=C3C4=CC=CC=C24)=O)O

Computational Chemistry Data

TPSA 101.93
LogP 4.5019
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 9

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 Glutamic acid and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-(benzyloxy)-5-oxopentanoic acid

CAS No. 104091-11-4

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