(2S,3S)-Ethyl 3-aminobicyclo[2.2.2]octane-2-carboxylate hydrochloride

Name: (2S,3S)-Ethyl 3-aminobicyclo[2.2.2]octane-2-carboxylate hydrochloride
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CAS No. 1626394-43-1
Cat. No. CS-0041763
Molecule weight233.74
Purity≥97%
MDL No.None

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(2S,3S)-Ethyl 3-aminobicyclo[2.2.2]octane-2-carboxylate hydrochloride|CS-0041763

Structure of 1626394-43-1

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General Information

CAS No. 1626394-43-1
Cat. No. CS-0041763
Purity ≥97%
MDL No. None
Storage RT, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₀ClNO₂
Molecular Weight 233.74
Synonym(s) ethyl(1R,2S,3S,4R)-3-aminobicyclo[2.2.2]octane-2-carboxylatehydrochloride
SMILES O=C([C@H]1C(CC2)CCC2[C@@H]1N)OCC.[H]Cl

Description

This chiral bicyclic ester features a stereochemically defined ethyl 3-aminobicyclo[2.2.2]octane-2-carboxylate scaffold stabilized as the hydrochloride salt. The rigid, fused-ring architecture imparts conformational constraint ideal for asymmetric synthesis and medicinal chemistry applications. The amine functionality enables facile derivatization while the salt form enhances solubility and handling under standard bench conditions.

Application

(2S,3S)-Ethyl 3-aminobicyclo[2.2.2]octane-2-carboxylate hydrochloride serves as a stereochemically defined, bench-stable building block for the synthesis of complex nitrogen-containing scaffolds. Its constrained bicyclic core and protected amine functionality enable selective functionalization in medicinal chemistry campaigns. The hydrochloride salt enhances solubility and stability, facilitating purification and use in standard coupling reactions, reductive amination, and heterocycle formation.

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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Computational Chemistry Data

TPSA 52.32
LogP 1.7348
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Bridge Rings compounds Quinine Ring compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(2S,3S)-Ethyl 3-aminobicyclo[2.2.2]octane-2-carboxylate hydrochloride

CAS No. 1626394-43-1

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