1-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3,3-difluorocyclobutanecarboxylic acid

Name: 1-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3,3-difluorocyclobutanecarboxylic acid
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CAS No. 1936532-04-5
Cat. No. CS-0312256
Molecule weight373.35
Purity≥98%
MDL No.MFCD28389003

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1-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3,3-difluorocyclobutanecarboxylic acid|CS-0312256

Structure of 1936532-04-5

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General Information

CAS No. 1936532-04-5
Cat. No. CS-0312256
Purity ≥98%
MDL No. MFCD28389003
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₁₇F₂NO₄
Molecular Weight 373.35
Synonym(s) 1-([(9H-Fluoren-9-ylmethoxy)carbonyl]amino)-3,3-difluorocyclobutane-1-carboxylic acid
SMILES O=C(C1(NC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O)CC(F)(F)C1)O

Description

This fluorenylmethoxycarbonyl-protected amino acid derivative features a sterically constrained, electron-deficient cyclobutane core that enhances backbone rigidity. The 3,3-difluorocyclobutanecarboxylic acid moiety imparts increased metabolic stability and modulates conformational preferences in peptide synthesis. Designed for efficient incorporation into complex peptide sequences under standard coupling conditions.

Application

1-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3,3-difluorocyclobutanecarboxylic acid serves as a valuable building block in peptide synthesis, enabling the incorporation of sterically constrained, electron-withdrawing 3,3-difluorocyclobutane motifs. The fluorenylmethyl carbamate (Fmoc) group ensures efficient N-terminal protection with orthogonal deprotection, while the difluorocyclobutane core imparts metabolic stability and modulates conformational flexibility. This compound exhibits excellent bench stability, compatibility with standard coupling reagents, and facilitates purification via standard chromatographic methods.

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 75.63
LogP 3.7776
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Fatty ring compounds Cyclobutane compounds

Key Words

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1-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3,3-difluorocyclobutanecarboxylic acid

CAS No. 1936532-04-5

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