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(S)-3-Chloro-2-hydroxy-N,N,N-trimethylpropan-1-aminium chloride

  • CAS No. 101396-91-2

  • Cat. No. CS-0102620
  • Purity≥97%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

(S)-3-Chloro-2-hydroxy-N,N,N-trimethylpropan-1-aminium chloride|CS-0102620

Structure of 101396-91-2

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General Information

  • CAS No. 101396-91-2
  • Cat. No. CS-0102620
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₅Cl₂NO
  • Molecular Weight 188.10
  • Synonym(s) (S)-(-)-(3-Chloro-2-hydroxypropyl)trimethylammonium chloride
  • SMILES C[N+](C)(C)C[C@H](O)CCl.[Cl-]

Description

This chiral quaternary ammonium salt features a (S)-configured stereocenter adjacent to a reactive hydroxyl group and a chloride counterion. The trimethylammonium moiety imparts high solubility in aqueous and polar organic solvents, while the chloro substituent enables further functionalization via nucleophilic displacement. Bench-stable under standard conditions, it serves as a versatile intermediate in asymmetric synthesis and phase-transfer catalysis.

Application

(S)-3-Chloro-2-hydroxy-N,N,N-trimethylpropan-1-aminium chloride serves as a versatile chiral building block for the synthesis of bioactive molecules, enabling efficient access to stereodefined amino alcohol scaffolds. Its quaternary ammonium functionality enhances solubility and facilitates purification, while the pendant hydroxyl and chloro groups support orthogonal transformations in medicinal chemistry workflows. The compound exhibits excellent bench stability and functions reliably in standard coupling and functionalization reactions.

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Computational Chemistry Data

  • TPSA   20.23
  • LogP   -2.7037
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   3

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