Methyl (S)-2-((tert-butoxycarbonyl)amino)pent-4-ynoate

Name: Methyl (S)-2-((tert-butoxycarbonyl)amino)pent-4-ynoate
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CAS No. 71460-02-1
Cat. No. CS-0137050
Purity≥97%
MDL No.MFCD07368399

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Methyl (S)-2-((tert-butoxycarbonyl)amino)pent-4-ynoate|CS-0137050

Structure of 71460-02-1

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Description

Methyl (S)-2-((tert-butoxycarbonyl)amino)pent-4-ynoate features a chiral center and a terminal alkyne, enabling selective coupling in peptide synthesis. The tert-butoxycarbonyl group provides stable protection of the amine, while the methyl ester facilitates downstream functionalization. This bench-stable reagent integrates efficiently into complex molecular architectures.

Application

Methyl (S)-2-((tert-butoxycarbonyl)amino)pent-4-ynoate serves as a versatile chiral building block for the synthesis of peptidomimetics and bioactive heterocycles. The protected α-amino acid moiety enables straightforward deprotection and coupling reactions, while the terminal alkyne facilitates efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC). Bench-stable and readily purified by flash chromatography, it supports scalable access to complex scaffolds in medicinal chemistry campaigns.

General Information

CAS No. 71460-02-1
Cat. No. CS-0137050
Purity ≥97%
MDL No. MFCD07368399
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₇NO₄
Molecular Weight 227.26
Synonym(s) (S)-Methyl 2-((tert-butoxycarbonyl)amino)pent-4-ynoate
SMILES C#CC[C@H](NC(OC(C)(C)C)=O)C(OC)=O

Computational Chemistry Data

TPSA 64.63
LogP 1.076
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 3

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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Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Fatty chain compounds

Key Words

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Methyl (S)-2-((tert-butoxycarbonyl)amino)pent-4-ynoate

CAS No. 71460-02-1

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