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CS-W001157 4
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(S)-tert-butyl 3-methyl-5-oxopiperidine-1-carboxylate

  • CAS No. 1601475-89-1

  • Cat. No. CS-B1119
  • Molecule weight213.27
  • Purity≥95%
  • MDL No.MFCD29472560

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

(S)-tert-butyl 3-methyl-5-oxopiperidine-1-carboxylate|CS-B1119

Structure of 1601475-89-1

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General Information

  • CAS No. 1601475-89-1
  • Cat. No. CS-B1119
  • Purity ≥95%
  • MDL No. MFCD29472560
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₉NO₃
  • Molecular Weight 213.27
  • Synonym(s) 1-Piperidinecarboxylic acid, 3-methyl-5-oxo-, 1,1-dimethylethyl ester, (3S)-
  • SMILES O=C(N1C[C@@H](C)CC(C1)=O)OC(C)(C)C

Description

(S)-tert-Butyl 3-methyl-5-oxopiperidine-1-carboxylate features a chiral piperidine core with a sterically shielded tert-butyl ester and a ketone at the 5-position, enabling direct functionalization at the C3 methyl group. This bench-stable scaffold integrates readily into asymmetric synthesis workflows, delivering high diastereoselectivity in downstream transformations.

Application

(S)-tert-Butyl 3-methyl-5-oxopiperidine-1-carboxylate serves as a versatile chiral building block for the synthesis of piperidine-based pharmaceuticals and bioactive molecules. Its enantioselective configuration enables stereocontrolled functionalization at C3, while the oxo group at C5 facilitates nucleophilic addition and reductive transformations. The tert-butoxycarbonyl (Boc) group provides stable protection under standard conditions, allowing straightforward deprotection and orthogonal handling in multi-step syntheses.

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
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

  • TPSA   46.61
  • LogP   1.8324
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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