3-((tert-Butoxycarbonyl)amino)propyl 4-methylbenzenesulfonate

Name: 3-((tert-Butoxycarbonyl)amino)propyl 4-methylbenzenesulfonate
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CAS No. 80909-96-2
Cat. No. CS-0608663
Purity≥98%
MDL No.MFCD07776966

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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3-((tert-Butoxycarbonyl)amino)propyl 4-methylbenzenesulfonate|CS-0608663

Structure of 80909-96-2

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Description

This sulfonate ester features a tert-butoxycarbonyl-protected amine tethered via a propyl linker to a 4-methylbenzenesulfonate group, enabling selective N-alkylation under mild conditions. The robust protecting group remains stable during handling and integrates efficiently into peptide coupling workflows, facilitating the installation of functionalized side chains in complex molecular architectures.

Application

3-((tert-Butoxycarbonyl)amino)propyl 4-methylbenzenesulfonate serves as a versatile Boc-protected amine building block, enabling efficient incorporation of aminoalkyl side chains in peptide synthesis and medicinal chemistry. The p-toluenesulfonate leaving group facilitates reliable nucleophilic substitution under mild conditions, while the tert-butyl carbamate moiety offers excellent bench stability and orthogonal deprotection compatibility. Its functional group tolerance supports diverse downstream transformations in multistep syntheses.

General Information

CAS No. 80909-96-2
Cat. No. CS-0608663
Purity ≥98%
MDL No. MFCD07776966
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₃NO₅S
Molecular Weight 329.41
Synonym(s) None
SMILES O=C(OC(C)(C)C)NCCCOS(=O)(=O)C1=CC=C(C=C1)C

Computational Chemistry Data

TPSA 81.7
LogP 2.61512
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 6

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
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

Quality Control

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Other Classifications

Building Blocks Functional Group Sulfonate

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-((tert-Butoxycarbonyl)amino)propyl 4-methylbenzenesulfonate

CAS No. 80909-96-2

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