trans-4-(((tert-Butoxycarbonyl)amino)methyl)cyclohexanecarboxylic acid

Name: trans-4-(((tert-Butoxycarbonyl)amino)methyl)cyclohexanecarboxylic acid
Brand: ChemScene
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CAS No. 27687-14-5
Cat. No. CS-M2057
Purity≥97%
MDL No.MFCD00673773

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trans-4-(((tert-Butoxycarbonyl)amino)methyl)cyclohexanecarboxylic acid|CS-M2057

Structure of 27687-14-5

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Description

trans-4-(((tert-Butoxycarbonyl)amino)methyl)cyclohexanecarboxylic acid features a sterically defined cyclohexane scaffold with a bench-stable Boc-protected amino-methyl side chain. This configuration enables direct incorporation into peptide synthesis workflows, where the protected amine facilitates sequential coupling without racemization. The rigid trans-configuration enhances conformational control in cyclic peptide architectures.

Application

trans-4-(((tert-Butoxycarbonyl)amino)methyl)cyclohexanecarboxylic acid serves as a versatile, bench-stable building block for the synthesis of bioactive cyclohexyl-containing scaffolds. The protected amine and carboxylic acid functionalities enable sequential functionalization in peptide and heterocyclic chemistry, while the trans-cyclohexane conformation provides defined stereochemical control. Its stability under standard reaction conditions facilitates purification and integration into multi-step syntheses.

General Information

CAS No. 27687-14-5
Cat. No. CS-M2057
Purity ≥97%
MDL No. MFCD00673773
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₂₃NO₄
Molecular Weight 257.33
Synonym(s) trans-4-(tert-Butoxycarbonylaminomethyl)cyclohexanecarboxylic acid; trans-4-(Boc-aminomethyl)cyclohexanecarboxylic Acid
SMILES O=C(O)[C@H]1CC[C@H](CNC(OC(C)(C)C)=O)CC1

Computational Chemistry Data

TPSA 75.63
LogP 2.4021
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 3

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
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Hazard Statements : N/A
Precautionary Statements : N/A

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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

Key Words

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trans-4-(((tert-Butoxycarbonyl)amino)methyl)cyclohexanecarboxylic acid

CAS No. 27687-14-5

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