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Atomfair (3S)-4-Chloro-3-[(trimethylsilyl)oxy]butanenitrile C7H14ClNOSi CAS 727382-14-1

(3S)-4-Chloro-3-[(trimethylsilyl)oxy]butanenitrile (CAS No. 727382-14-1) is a high-purity organosilicon compound with the molecular formula C7H14ClNOSi . This chiral nitrile derivative features a reactive chloro group and a trimethylsilyloxy (TMS) protecting group, making it a valuable intermediate in asymmetric synthesis and pharmaceutical manufacturing. The compound is supplied as a clear, colorless to pale yellow liquid with ≥95% purity (GC), rigorously tested for consistency in quality and performance. Ideal for use in nucleophilic substitution reactions, chiral auxiliaries, and as a precursor for β-amino alcohols. Store under inert atmosphere at 2-8°C to maintain stability.

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Description

(3S)-4-Chloro-3-[(trimethylsilyl)oxy]butanenitrile (CAS No. 727382-14-1) is a high-purity organosilicon compound with the molecular formula C7H14ClNOSi. This chiral nitrile derivative features a reactive chloro group and a trimethylsilyloxy (TMS) protecting group, making it a valuable intermediate in asymmetric synthesis and pharmaceutical manufacturing. The compound is supplied as a clear, colorless to pale yellow liquid with ≥95% purity (GC), rigorously tested for consistency in quality and performance. Ideal for use in nucleophilic substitution reactions, chiral auxiliaries, and as a precursor for β-amino alcohols. Store under inert atmosphere at 2-8°C to maintain stability.

Properties

  • CAS Number: 727382-14-1
  • Complexity: 158
  • IUPAC Name: 4-chloro-3-trimethylsilyloxy-butanenitrile
  • InChI: InChI=1S/C7H14ClNOSi/c1-11(2,3)10-7(6-8)4-5-9/h7H,4,6H2,1-3H3
  • InChI Key: FLYSOKSACGLOAO-UHFFFAOYSA-N
  • Exact Mass: 191.0533183
  • Molecular Formula: C7H14ClNOSi
  • Molecular Weight: 191.73
  • SMILES: C[Si](C)(C)OC(CC#N)CCl
  • Topological: 33
  • Monoisotopic Mass: 191.0533183
  • Synonyms: (3S)-4-Chloro-3-[(trimethylsilyl)oxy]butanenitrile, 727382-14-1, 4-chloro-3-[(trimethylsilyl)oxy]butanenitrile, 4-Chloro-3-((trimethylsilyl)oxy)butanenitrile, (S)-4-Chloro-3-(trimethylsilanyloxy)butyronitrile, MFCD30537510, SCHEMBL2226034, FLYSOKSACGLOAO-UHFFFAOYSA-N, 4-chloro-3-trimethylsiloxybutyr-onitrile, 4-chloro-3-trimethylsilyloxybutanenitrile, 81091-27-2, SY326597, Butanenitrile, 4-chloro-3-[(trimethylsilyl)oxy]-

Application

This compound serves as a key chiral building block in the synthesis of β-amino acids and other pharmacologically active molecules. The TMS-protected hydroxy group enhances stereoselectivity in nucleophilic reactions, while the chloro and nitrile functionalities allow for further derivatization. Researchers utilize it in asymmetric catalysis and as an intermediate for angiotensin-converting enzyme (ACE) inhibitors. Its reactivity is particularly valuable in peptide mimetics and small-molecule drug discovery.

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Disclaimer

Intended Use & Restrictions

This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.

  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
  • Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).

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