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tert-Butyl N-[(1S)-3-oxocyclopentyl]carbamate

  • CAS No. 167298-40-0

  • Cat. No. CS-0048034
  • Purity≥97%
  • MDL No.MFCD18089809

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

tert-Butyl N-[(1S)-3-oxocyclopentyl]carbamate|CS-0048034

Structure of 167298-40-0

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General Information

  • CAS No. 167298-40-0
  • Cat. No. CS-0048034
  • Purity ≥97%
  • MDL No. MFCD18089809
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₇NO₃
  • Molecular Weight 199.25
  • Synonym(s) 2-Methyl-2-propanyl (3-oxocyclopentyl)carbamate
  • SMILES CC(C)(C)OC(=O)N[C@H]1CCC(=O)C1

Description

tert-Butyl N-[(1S)-3-oxocyclopentyl]carbamate features a chiral cyclopentanone-derived scaffold with a bench-stable carbamate protecting group. This configuration enables direct incorporation into asymmetric synthesis workflows, where the ketone moiety serves as a reactive handle for stereoselective transformations and downstream functionalization.

Application

tert-Butyl N-[(1S)-3-oxocyclopentyl]carbamate serves as a stable, bench-ready chiral building block featuring a masked amine and a cyclopentanone moiety. It enables stereoselective functionalization at the C3 position and facilitates efficient access to substituted cyclopentane scaffolds via reductive cleavage or directed transformations. Its compatibility with standard coupling and protection protocols makes it ideal for iterative synthesis in medicinal chemistry and natural product derivatization.

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 : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   55.4
  • LogP   1.6327
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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