2-(cis-4-((tert-Butoxycarbonyl)amino)cyclohexyl)acetic acid

Name: 2-(cis-4-((tert-Butoxycarbonyl)amino)cyclohexyl)acetic acid
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CAS No. 327156-95-6
Cat. No. CS-W005631
Purity≥97%
MDL No.MFCD01862296

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2-(cis-4-((tert-Butoxycarbonyl)amino)cyclohexyl)acetic acid|CS-W005631

Structure of 327156-95-6

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General Information

CAS No. 327156-95-6
Cat. No. CS-W005631
Purity ≥97%
MDL No. MFCD01862296
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₂₃NO₄
Molecular Weight 257.33
Synonym(s) None
SMILES N(C(OC(C)(C)C)=O)[C@H]1CC[C@@H](CC(O)=O)CC1

Description

This cyclohexyl-acetic acid derivative features a sterically hindered, bench-stable tert-butoxycarbonyl-protected amine group, enabling straightforward incorporation into peptide synthesis. The cis-configured cyclohexyl ring imparts defined stereochemistry and enhanced conformational rigidity, ideal for structural studies or bioactive molecule design.

Application

2-(cis-4-((tert-Butoxycarbonyl)amino)cyclohexyl)acetic acid serves as a versatile building block for cyclohexane-based peptidomimetics and bioactive heterocycles. The protected amine enables orthogonal functionalization, while the pendant carboxylic acid facilitates coupling reactions. Its cis-configured cyclohexyl scaffold provides defined stereochemistry, enhancing conformational control in target molecule synthesis. Bench-stable and readily purified by standard chromatography, it functions efficiently in multistep synthetic sequences requiring precise spatial orientation and robust functional group tolerance.

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 75.63
LogP 2.5446
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Fatty ring compounds Cyclohexane compounds

Key Words

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2-(cis-4-((tert-Butoxycarbonyl)amino)cyclohexyl)acetic acid

CAS No. 327156-95-6

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