(S)-3-Aminoquinuclidine dihydrochloride

CAS No.

119904-90-4

Synonyms

(S)-3-Amino-1-azabicyclo[2.2.2]octane dihydrochloride

Molecular formula

C7H16Cl2N2

Molecular weight

199.12 g/mol

Grade

Reagent grade

Packaging

Aluminum foil laminate bag / Fiber drum with PE liner

Chemical Product Description & Applications

(S)-3-Aminoquinuclidine dihydrochloride is a chiral bicyclic diamine salt used in pharmaceutical synthesis. Its primary amino group supports amide or urea formation, while the rigid quinuclidine framework introduces a defined basic nitrogen-containing three-dimensional fragment. The S-configured center fixes the orientation of the exocyclic amino substituent before downstream coupling.

Both the primary amine and the bridgehead tertiary amine are represented in the dihydrochloride salt. Releasing the reactive primary amine permits selective connection to a carboxylic-acid-derived fragment while the bridgehead nitrogen remains part of the bicyclic skeleton. The selected material is therefore a chiral fragment precursor rather than a finished antiemetic, and its S configuration must be retained when assigning downstream product identity.

Typical Applications

  • Chiral quinuclidine carboxamides: Used as the amino component in coupling with activated carboxylic acids, introducing the rigid S-configured quinuclidinyl fragment into amide-containing molecules.
  • Urea-linked bicyclic analogues: Used after salt neutralization in carbonyl-coupling sequences that connect the primary amine through a urea linkage while retaining the basic bridgehead nitrogen.

Specifications

Parameter Specification Test Method
Appearance Solid; color consistent with the reference sample Visual inspection
Identification Consistent with authenticated reference FTIR fingerprint comparison
Chromatographic purity ≥98.0 area% HPLC with suitable UV or CAD detection
Total organic impurities ≤2.0 area% HPLC, area normalization
Largest individual impurity ≤1.0 area% HPLC, area normalization
Water ≤1.0% w/w Karl Fischer titration
Stereochemical purity ≥98.0 area% specified stereoisomer Chiral HPLC or stereoisomer-resolving GC

Specifications describe the standard grade. Tolerance, test method and documentation package are confirmed per order.

Documents & Handling

Packaging

Aluminum foil laminate bag / Fiber drum with PE liner

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TDS

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SDS

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