(S)-2-((tert-Butoxycarbonyl)amino)-3-cyclohexylpropanoic acid

Name: (S)-2-((tert-Butoxycarbonyl)amino)-3-cyclohexylpropanoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 37736-82-6
Cat. No. CS-W008261
Purity≥97%
MDL No.MFCD00076896

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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(S)-2-((tert-Butoxycarbonyl)amino)-3-cyclohexylpropanoic acid|CS-W008261

Structure of 37736-82-6

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General Information

CAS No. 37736-82-6
Cat. No. CS-W008261
Purity ≥97%
MDL No. MFCD00076896
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₂₅NO₄
Molecular Weight 271.35
Synonym(s) None
SMILES CC(C)(OC(N[C@H](C(O)=O)CC1CCCCC1)=O)C

Description

(S)-2-((tert-Butoxycarbonyl)amino)-3-cyclohexylpropanoic acid is a chiral building block featuring a protected amino group and a bulky cyclohexyl substituent. This configuration enables selective incorporation into peptide architectures, where the tert-butyl carbamate moiety offers stability and convenient deprotection under mild acidic conditions. The molecule’s steric profile enhances conformational control in synthetic sequences.

Application

(S)-2-((tert-Butoxycarbonyl)amino)-3-cyclohexylpropanoic acid serves as a stereochemically defined building block for peptide synthesis and bioactive molecule construction. The tert-butyl carbamate (Boc) group provides stable protection of the amine under acidic conditions, enabling orthogonal deprotection during multistep sequences. The cyclohexyl side chain imparts conformational rigidity and lipophilic character, beneficial for modulating membrane permeability and target binding in medicinal chemistry applications. The carboxylic acid functionality supports direct coupling or derivatization, facilitating efficient incorporation into diverse scaffolds.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 75.63
LogP 2.9347
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 4

Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Alanine and derivatives

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

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Amino Acids N-Protected Amino Acids

Key Words

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(S)-2-((tert-Butoxycarbonyl)amino)-3-cyclohexylpropanoic acid

CAS No. 37736-82-6

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