(1S,2R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclohexane-1-carboxylic acid

Name: (1S,2R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclohexane-1-carboxylic acid
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CAS No. 430460-38-1
Cat. No. CS-0108295
Purity≥97%
MDL No.MFCD02682625

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(1S,2R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclohexane-1-carboxylic acid|CS-0108295

Structure of 430460-38-1

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General Information

CAS No. 430460-38-1
Cat. No. CS-0108295
Purity ≥97%
MDL No. MFCD02682625
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₂H₂₃NO₄
Molecular Weight 365.42
Synonym(s) (1S,2R)-FMOC-2-AMINOCYCLOHEXANE CARBOXYLIC ACID
SMILES O=C([C@@H]1[C@H](NC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O)CCCC1)O

Description

This fluorenylmethoxycarbonyl-protected cyclohexyl amino acid derivative features a rigid, sterically defined scaffold ideal for peptide synthesis. The (1S,2R) stereochemistry ensures precise spatial orientation, while the Fmoc group enables orthogonal deprotection under mild basic conditions. This combination supports efficient coupling and high fidelity in solid-phase and solution-phase sequences.

Application

(1S,2R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclohexane-1-carboxylic acid serves as a chiral building block for asymmetric synthesis, leveraging the stability and orthogonal deprotection of the Fmoc group. Its cyclohexyl scaffold provides conformational rigidity ideal for peptide backbone modification and medicinal chemistry campaigns. The compound exhibits excellent bench stability, facilitates straightforward purification, and functions reliably in standard coupling protocols for macrocycle and peptidomimetic construction.

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

TPSA 75.63
LogP 4.1685
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(1S,2R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclohexane-1-carboxylic acid

CAS No. 430460-38-1

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