(S)-2-((tert-Butoxycarbonyl)amino)hex-5-enoic acid

Name: (S)-2-((tert-Butoxycarbonyl)amino)hex-5-enoic acid
Brand: ChemScene
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CAS No. 208522-13-8
Cat. No. CS-0130893
Molecule weight229.27
Purity≥97%
MDL No.MFCD03092913

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(S)-2-((tert-Butoxycarbonyl)amino)hex-5-enoic acid|CS-0130893

Structure of 208522-13-8

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General Information

CAS No. 208522-13-8
Cat. No. CS-0130893
Purity ≥97%
MDL No. MFCD03092913
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₉NO₄
Molecular Weight 229.27
Synonym(s) BocNH-Hag-OH
SMILES C=CCC[C@H](NC(OC(C)(C)C)=O)C(O)=O

Description

(S)-2-((tert-Butoxycarbonyl)amino)hex-5-enoic acid is a chiral building block featuring a terminal alkene and a protected amine, enabling selective conjugate additions and downstream functionalization. The tert-butyl carbamate group ensures stability during synthetic manipulations, while the (S)-configuration provides stereocontrol in peptide-like sequences. This compound integrates readily into complex molecular architectures under mild conditions.

Application

(S)-2-((tert-Butoxycarbonyl)amino)hex-5-enoic acid serves as a versatile chiral building block for peptide synthesis and heterocyclic scaffold construction. The conjugated enoic acid moiety enables facile Michael additions and Diels-Alder reactions, while the Boc-protected amine offers excellent stability and orthogonal deprotection. Its defined stereochemistry and bench-stable nature facilitate reliable incorporation into complex molecular architectures.

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Computational Chemistry Data

TPSA 75.63
LogP 1.9305
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 5

Other Classifications

Life Science Amino Acids and their Derivatives Alanine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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(S)-2-((tert-Butoxycarbonyl)amino)hex-5-enoic acid

CAS No. 208522-13-8

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