(2R,4R)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)-4-fluoropyrrolidine-2-carboxylic acid

Name: (2R,4R)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)-4-fluoropyrrolidine-2-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 1932387-77-3
Cat. No. CS-0470428
Purity≥98%
MDL No.MFCD02684480

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(2R,4R)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)-4-fluoropyrrolidine-2-carboxylic acid|CS-0470428

Structure of 1932387-77-3

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Description

This fluoren-9-ylmethoxycarbonyl-protected pyrrolidine derivative features a stereodefined (2R,4R) configuration and incorporates a fluorinated pyrrolidine core. The Cbz group enables stable handling and selective deprotection in synthetic workflows. This scaffold integrates readily into peptide sequences and serves as a key building block for constrained peptidomimetics.

Application

(2R,4R)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)-4-fluoropyrrolidine-2-carboxylic acid serves as a stereochemically defined building block for the synthesis of peptidomimetics and bioactive heterocycles. The Fmoc group enables efficient solid-phase peptide synthesis, while the 4-fluoropyrrolidine moiety provides conformational restraint and enhanced metabolic stability. Its bench-stable nature and compatibility with standard coupling conditions facilitate reliable incorporation into complex molecular architectures.

General Information

CAS No. 1932387-77-3
Cat. No. CS-0470428
Purity ≥98%
MDL No. MFCD02684480
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₁₈FNO₄
Molecular Weight 355.36
Synonym(s) N-(9-Fluorenylmethoxycarbonyl)-cis-4-fluoro-D-proline
SMILES OC(=O)[C@@H]1N(C[C@H](F)C1)C(=O)OCC2C3=C(C=CC=C3)C4C2=CC=CC=4

Computational Chemistry Data

TPSA 66.84
LogP 3.4325
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 : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-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 Proline and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(2R,4R)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)-4-fluoropyrrolidine-2-carboxylic acid

CAS No. 1932387-77-3

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