tert-Butyl 4-ethynylbenzylcarbamate

Name: tert-Butyl 4-ethynylbenzylcarbamate
Brand: ChemScene
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CAS No. 680190-96-9
Cat. No. CS-0158559
Purity≥97%
MDL No.MFCD18207366

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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+
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tert-Butyl 4-ethynylbenzylcarbamate|CS-0158559

Structure of 680190-96-9

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General Information

CAS No. 680190-96-9
Cat. No. CS-0158559
Purity ≥97%
MDL No. MFCD18207366
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₇NO₂
Molecular Weight 231.29
Synonym(s) None
SMILES C#CC1=CC=C(CNC(OC(C)(C)C)=O)C=C1

Description

tert-Butyl 4-ethynylbenzylcarbamate features a terminal alkyne group flanked by a benzyl scaffold and a robust tert-butyl carbamate protecting group. This combination enables direct incorporation into copper-catalyzed click reactions while maintaining stability under standard handling conditions. The molecule serves as a modular building block for bioconjugation and synthetic diversification in medicinal chemistry workflows.

Application

tert-Butyl 4-ethynylbenzylcarbamate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized benzylamines via mild deprotection. The terminal alkyne group facilitates copper-catalyzed azide-alkyne cycloaddition (CuAAC), while the tert-butyl carbamate (Boc) group provides orthogonal protection for amine functionalities. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for constructing complex scaffolds in medicinal chemistry and materials science applications.

Safety Information

Download SDS

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 38.33
LogP 2.6926
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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tert-Butyl 4-ethynylbenzylcarbamate

CAS No. 680190-96-9

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