tert-Butyl (4-aminobicyclo[2.2.2]octan-1-yl)carbamate

Name: tert-Butyl (4-aminobicyclo[2.2.2]octan-1-yl)carbamate
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CAS No. 1630906-54-5
Cat. No. CS-0040455
Purity≥95%
MDL No.MFCD27987308

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Excepted Quantity	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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tert-Butyl (4-aminobicyclo[2.2.2]octan-1-yl)carbamate|CS-0040455

Structure of 1630906-54-5

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General Information

CAS No. 1630906-54-5
Cat. No. CS-0040455
Purity ≥95%
MDL No. MFCD27987308
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₂₄N₂O₂
Molecular Weight 240.35
Synonym(s) None
SMILES O=C(OC(C)(C)C)NC12CCC(N)(CC1)CC2

Description

tert-Butyl (4-aminobicyclo[2.2.2]octan-1-yl)carbamate delivers a rigid, conformationally constrained amine handle ideal for probing steric and electronic effects in medicinal chemistry. The bicyclic scaffold imparts high stability and predictable spatial orientation, while the tert-butoxycarbonyl group enables straightforward protection and deprotection under standard conditions. This combination supports efficient synthesis of complex nitrogen-containing architectures.

Application

tert-Butyl (4-aminobicyclo[2.2.2]octan-1-yl)carbamate serves as a stable, bench-ready amine protecting group variant, enabling selective functionalization at the 4-position of the bicyclo[2.2.2]octane scaffold. Its robust tert-butyl carbamate moiety facilitates orthogonal deprotection under mild acidic conditions, preserving sensitive functionalities during multi-step synthesis. This compound functions as a key building block in the construction of rigid, conformationally constrained heterocycles and bioactive molecules, offering excellent compatibility with standard coupling and reduction protocols.

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

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Computational Chemistry Data

TPSA 64.35
LogP 2.3152
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Skeleton Bridge Rings compounds Quinine Ring compounds

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tert-Butyl (4-aminobicyclo[2.2.2]octan-1-yl)carbamate

CAS No. 1630906-54-5

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