2-[(2S)-1-(9H-Fluoren-9-ylmethoxycarbonyl)pyrrolidin-2-yl]acetic acid

Name: 2-[(2S)-1-(9H-Fluoren-9-ylmethoxycarbonyl)pyrrolidin-2-yl]acetic acid
Brand: ChemScene
Availability: InStock
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CAS No. 193693-60-6
Cat. No. CS-0035439
Purity≥98%
MDL No.None

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2-[(2S)-1-(9H-Fluoren-9-ylmethoxycarbonyl)pyrrolidin-2-yl]acetic acid|CS-0035439

Structure of 193693-60-6

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General Information

CAS No. 193693-60-6
Cat. No. CS-0035439
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₂₁NO₄
Molecular Weight 351.40
Synonym(s) Fmoc-β-HoPro-OH
SMILES C1=CC=C2C(=C1)C3=CC=CC=C3C2COC(=O)N4CCC[C@H]4CC(=O)O

Description

This fluorenonylmethoxycarbonyl-protected pyrrolidine derivative integrates a chiral acetic acid handle for efficient peptide coupling, featuring a bench-stable, moisture-tolerant scaffold ideal for solid-phase synthesis.

Application

2-[(2S)-1-(9H-Fluoren-9-ylmethoxycarbonyl)pyrrolidin-2-yl]acetic acid serves as a valuable chiral building block for peptide synthesis, enabling efficient incorporation of pyrrolidine-containing motifs. The Fmoc-protected amine facilitates orthogonal deprotection and smooth coupling under standard conditions. Its bench-stable nature and compatibility with diverse reaction environments make it well-suited for iterative solid-phase and solution-phase syntheses of complex peptidomimetics and bioactive scaffolds.

Synthesis

Route1
- 201864-70-2
- ~84%
- In-stock
  
  193693-60-6
References
- Ellmerer-Mueller, Ernst P.; Broessner, Dagmar; Maslouh, Najib; Tako, Andreas Helvetica Chimica Acta, 1998 , vol. 81, # 1 p. 59 - 65
Route2
- In-stock
  
  71989-31-6
- ~%
- In-stock
  
  193693-60-6
References
- Helvetica Chimica Acta, , vol. 81, # 1 p. 59 - 65

Safety Information

Download SDS

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

Quality Control

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Computational Chemistry Data

TPSA 66.84
LogP 3.8746
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 4

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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2-[(2S)-1-(9H-Fluoren-9-ylmethoxycarbonyl)pyrrolidin-2-yl]acetic acid

CAS No. 193693-60-6

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