(2R,4S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-4-hydroxypyrrolidine-2-carboxylic acid

Name: (2R,4S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-4-hydroxypyrrolidine-2-carboxylic acid
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CAS No. 139262-20-7
Cat. No. CS-0565869
Purity≥98%
MDL No.None

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(2R,4S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-4-hydroxypyrrolidine-2-carboxylic acid|CS-0565869

Structure of 139262-20-7

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General Information

CAS No. 139262-20-7
Cat. No. CS-0565869
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₁₉NO₅
Molecular Weight 353.37
Synonym(s) N-Fmoc-(4S)-4-hydroxy-D-proline
SMILES O=C(N1[C@@H](C(O)=O)C[C@H](O)C1)OCC2C3=C(C4=C2C=CC=C4)C=CC=C3

Description

This fluoren-9-ylmethoxycarbonyl-protected pyrrolidine derivative features a stereodefined hydroxyl group at C4 and a carboxylic acid at C2, enabling direct incorporation into peptide chains via solid-phase synthesis. The Fmoc group ensures stable handling and efficient deprotection under mild basic conditions.

Application

(2R,4S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-4-hydroxypyrrolidine-2-carboxylic acid serves as a stereochemically defined building block for the synthesis of peptidomimetics and bioactive heterocycles. The fluorenylmethoxycarbonyl (Fmoc) group enables efficient orthogonal protection during solid-phase peptide synthesis, while the C4 hydroxyl supports selective derivatization and cyclization reactions. Its bench-stable nature and compatibility with standard coupling conditions facilitate reliable incorporation into complex molecular architectures.

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-P280-P302+P352

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Computational Chemistry Data

TPSA 87.07
LogP 2.4553
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Functional Group Ester

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Key Words

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(2R,4S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-4-hydroxypyrrolidine-2-carboxylic acid

CAS No. 139262-20-7

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