(1S,3R)-3-((tert-butoxycarbonyl)amino)cyclohexanecarboxylic acid

Name: (1S,3R)-3-((tert-butoxycarbonyl)amino)cyclohexanecarboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 222530-34-9
Cat. No. CS-0053566
Purity≥97%
MDL No.None

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(1S,3R)-3-((tert-butoxycarbonyl)amino)cyclohexanecarboxylic acid|CS-0053566

Structure of 222530-34-9

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Description

This chiral cyclohexane-based building block features a protected amine and carboxylic acid functional group, enabling straightforward incorporation into peptide synthesis. The (1S,3R) stereochemistry ensures high diastereoselectivity in downstream transformations, while the tert-butoxycarbonyl group provides stability and orthogonal deprotection compatibility under standard conditions.

Application

(1S,3R)-3-((tert-butoxycarbonyl)amino)cyclohexanecarboxylic acid serves as a stereochemically defined building block for cyclohexane-based peptidomimetics and bioactive scaffolds. The Boc-protected amine enables straightforward N-terminal functionalization, while the carboxylic acid facilitates coupling reactions under standard conditions. Its bench-stable nature and compatibility with diverse synthetic transformations make it ideal for iterative synthesis of complex targets in medicinal chemistry workflows.

General Information

CAS No. 222530-34-9
Cat. No. CS-0053566
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₂₁NO₄
Molecular Weight 243.30
Synonym(s) (1S,3R)-3-(Boc-amino)cyclohexanecarboxylic Acid
SMILES CC(C)(C)OC(=O)N[C@@H]1CCC[C@@H](C1)C(O)=O

Computational Chemistry Data

TPSA 75.63
LogP 2.1545
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 2

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-P330-P362+P364-P405-P501

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Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Fatty ring compounds Cyclohexane compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

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

Biochemistry Biochemicals and Reagents Amino Acids N-Protected Amino Acids

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(1S,3R)-3-((tert-butoxycarbonyl)amino)cyclohexanecarboxylic acid

CAS No. 222530-34-9

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