(2S,5S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-5-methylpyrrolidine-2-carboxylic acid

Name: (2S,5S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-5-methylpyrrolidine-2-carboxylic acid
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CAS No. 1932784-54-7
Cat. No. CS-0312250
Purity≥97%
MDL No.MFCD28385804

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(2S,5S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-5-methylpyrrolidine-2-carboxylic acid|CS-0312250

Structure of 1932784-54-7

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General Information

CAS No. 1932784-54-7
Cat. No. CS-0312250
Purity ≥97%
MDL No. MFCD28385804
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₂₁NO₄
Molecular Weight 351.40
Synonym(s) Fmoc-L-Pro(5-Me)-OH (2S,5S)
SMILES O=C(N1[C@H](C(O)=O)CC[C@@H]1C)OCC2C3=C(C4=C2C=CC=C4)C=CC=C3

Description

This fluorenylmethoxycarbonyl-protected pyrrolidine derivative features a chiral (2S,5S) scaffold with a methyl substituent at the 5-position, enabling stereoselective synthesis in peptide and medicinal chemistry. The Cbz group ensures stable protection during coupling reactions, while the rigid pyrrolidine core facilitates conformational control in complex molecule assembly.

Application

(2S,5S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-5-methylpyrrolidine-2-carboxylic acid serves as a robust chiral building block for peptide synthesis, enabling efficient incorporation of sterically constrained proline analogs. The Fmoc group provides excellent stability and orthogonal deprotection, while the 5-methyl substituent enhances conformational rigidity. This scaffold facilitates the construction of bioactive peptidomimetics and cyclic peptides with predictable secondary structure control, offering reliable handling, high purity, and compatibility with standard solid-phase 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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 66.84
LogP 3.873
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Key Words

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(2S,5S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-5-methylpyrrolidine-2-carboxylic acid

CAS No. 1932784-54-7

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