N-tert-Boc-cis-4-fluoro-L-proline

Name: N-tert-Boc-cis-4-fluoro-L-proline
Brand: ChemScene
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CAS No. 203866-13-1
Cat. No. CS-W003222
Purity≥96%
MDL No.MFCD04973957

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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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*For research and further manufacturing use only, not for direct human use.

N-tert-Boc-cis-4-fluoro-L-proline|CS-W003222

Structure of 203866-13-1

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Description

N-tert-Boc-cis-4-fluoro-L-proline features a constrained cis-configuration stabilized by the proline scaffold, with the fluoro substituent enhancing conformational rigidity and modulating electronic properties. The tert-Boc group provides reliable protection for amine functionality during peptide synthesis. This derivative enables efficient incorporation into peptidomimetics and bioactive oligomers under standard conditions.

Application

N-tert-Boc-cis-4-fluoro-L-proline serves as a conformationally constrained building block for peptide synthesis, leveraging the rigid proline scaffold to influence backbone geometry. The cis configuration and fluorine substitution at C4 enhance stereoselectivity in macrocyclization and secondary structure stabilization. The tert-Boc group provides orthogonal protection compatible with standard deprotection protocols, enabling efficient incorporation into complex peptide sequences with minimal epimerization.

General Information

CAS No. 203866-13-1
Cat. No. CS-W003222
Purity ≥96%
MDL No. MFCD04973957
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₆FNO₄
Molecular Weight 233.24
Synonym(s) None
SMILES F[C@H]1C[C@@H](C(O)=O)N(C(OC(C)(C)C)=O)C1

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Other Classifications

Life Science Amino Acids and their Derivatives Proline and derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Unnatural Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Unnatural Amino Acid Derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Amino Acids N-Protected Amino Acids

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N-tert-Boc-cis-4-fluoro-L-proline

CAS No. 203866-13-1

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