(4R)-1-Boc-4-fluoro-D-proline

Name: (4R)-1-Boc-4-fluoro-D-proline
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 681128-51-8
Cat. No. CS-0053468
Purity≥95%
MDL No.MFCD02684479

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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(4R)-1-Boc-4-fluoro-D-proline|CS-0053468

Structure of 681128-51-8

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Description

(4R)-1-Boc-4-fluoro-D-proline is a stereochemically defined, bench-stable proline derivative featuring a fluorinated C4 position and a Boc-protected nitrogen. This configuration enables direct incorporation into peptide sequences where conformational rigidity and enhanced metabolic stability are required. The fluorine atom imparts unique electronic effects that modulate backbone geometry and hydrogen bonding potential.

Application

(4R)-1-Boc-4-fluoro-D-proline serves as a conformationally constrained, stereochemically defined building block for the synthesis of bioactive peptides and heterocyclic scaffolds. The Boc group provides stable protection under standard peptide coupling conditions, while the 4-fluoro substituent enhances backbone rigidity and modulates electronic properties. It functions effectively in solution-phase and solid-phase synthesis, enabling efficient incorporation into peptidomimetics with improved metabolic stability and target affinity.

General Information

CAS No. 681128-51-8
Cat. No. CS-0053468
Purity ≥95%
MDL No. MFCD02684479
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₆FNO₄
Molecular Weight None
Synonym(s) None
SMILES CC(C)(C)OC(=O)N1C[C@H](F)C[C@@H]1C(O)=O

Computational Chemistry Data

TPSA 66.84
LogP 1.4185
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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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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(4R)-1-Boc-4-fluoro-D-proline

CAS No. 681128-51-8

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