(R)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)azetidine-2-carboxylic acid

CAS No. 374791-02-3
Cat. No. CS-W021129
Purity≥97%
MDL No.MFCD01320875

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(R)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)azetidine-2-carboxylic acid|CS-W021129

Structure of 374791-02-3

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Description

(R)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)azetidine-2-carboxylic acid is a chiral, bench-stable building block for peptide synthesis, featuring a sterically constrained azetidine core that enhances conformational rigidity. The fluorenylmethoxycarbonyl (Fmoc) group enables orthogonal protection and efficient coupling under standard conditions. This derivative supports the incorporation of non-canonical amino acids into peptidomimetics with improved metabolic stability and target affinity.

Application

(R)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)azetidine-2-carboxylic acid serves as a stereochemically defined, bench-stable building block for the synthesis of peptidomimetics and constrained bioactive molecules. The Fmoc group enables efficient orthogonal protection during solid-phase peptide synthesis, while the azetidine core provides conformational rigidity to modulate target binding affinity. Its compatibility with standard coupling conditions and ease of purification make it a practical choice for medicinal chemistry campaigns targeting protease inhibitors and CNS-active compounds.

General Information

CAS No. 374791-02-3
Cat. No. CS-W021129
Purity ≥97%
MDL No. MFCD01320875
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₉H₁₇NO₄
Molecular Weight 323.34
Synonym(s) (R)-N-FMOC-Azetidine-2-carboxylic acid
SMILES O=C([C@@H]1N(C(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O)CC1)O

Computational Chemistry Data

TPSA 66.84
LogP 3.0944
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 3

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 Functional Group Carboxylic Acid

Building Blocks Skeleton Aliphatic heterocycle compounds Azetidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(R)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)azetidine-2-carboxylic acid

CAS No. 374791-02-3

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