1-(tert-Butoxycarbonyl)-3-fluoropyrrolidine-3-carboxylic acid

Name: 1-(tert-Butoxycarbonyl)-3-fluoropyrrolidine-3-carboxylic acid
Brand: ChemScene
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CAS No. 1001754-59-1
Cat. No. CS-0037355
Molecule weight233.24
Purity≥95%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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1-(tert-Butoxycarbonyl)-3-fluoropyrrolidine-3-carboxylic acid|CS-0037355

Structure of 1001754-59-1

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General Information

CAS No. 1001754-59-1
Cat. No. CS-0037355
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₆FNO₄
Molecular Weight 233.24
Synonym(s) 3-FLUORO-1-[(2-METHYLPROPAN-2-YL)OXYCARBONYL]PYRROLIDINE-3-CARBOXYLIC ACID
SMILES CC(C)(C)OC(=O)N1CCC(C1)(C(=O)O)F

Description

This protected fluorinated pyrrolidine derivative features a tert-butoxycarbonyl group that enhances stability and solubility in organic media. The fluorine substituent imparts strong electron-withdrawing character, enabling precise modulation of reactivity in peptide synthesis. Its bench-stable, moisture-tolerant profile simplifies handling during solid-phase and solution-phase applications.

Application

1-(tert-Butoxycarbonyl)-3-fluoropyrrolidine-3-carboxylic acid serves as a stable, bench-ready building block for the synthesis of fluorinated pyrrolidine-containing compounds. The Boc group enables straightforward protection and orthogonal deprotection, while the C3-fluorine imparts enhanced metabolic stability and modulates conformational preferences. It functions effectively in standard amide coupling, reduction, and cyclization protocols, facilitating access to bioactive scaffolds relevant to medicinal chemistry and peptide-based drug discovery.

Synthesis

Route1
- 942189-96-0
- ~90%
- In-stock
  
  1001754-59-1
References
- ARRAY BIOPHARMA INC.; GENENTECH, INC.; BLAKE, James, F.; CHEN, Huifen; CHICARELLI, Mark, Joseph; DEMEESE, Jason; GARREY, Rustam, Ferdinand; GAUDINO, John; GAZZARD, Lewis; KAUS, Robert J.; KINTZ, Samuel; MOHR, Peter J.; MORENO, David, A.; SCHWARZ, Jacob; SIEDEM, Christopher, S.; WALLACE, Eli, M. Patent: WO2013/20062 A1, 2013 ; Location in patent: Paragraph 00244 ; WO 2013/020062 A1
Route2
- In-stock
  
  24424-99-5
- 1228634-93-2
- ~71%
- In-stock
  
  1001754-59-1
References
- Yarmolchuk, Vladimir S.; Mykhailiuk, Pavel K.; Komarov, Igor V. Tetrahedron Letters, 2011 , vol. 52, # 12 p. 1300 - 1302

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

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Computational Chemistry Data

TPSA 66.84
LogP 1.4201
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Key Words

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1-(tert-Butoxycarbonyl)-3-fluoropyrrolidine-3-carboxylic acid

CAS No. 1001754-59-1

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