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

  • CAS No. 225641-86-1

  • Cat. No. CS-0048043
  • Purity≥97%
  • MDL No.None

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

tert-Butyl N-[(1R)-3-oxocyclopentyl]carbamate|CS-0048043

Structure of 225641-86-1

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General Information

  • CAS No. 225641-86-1
  • Cat. No. CS-0048043
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₇NO₃
  • Molecular Weight 199.25
  • Synonym(s) Carbamic acid, [(1R)-3-oxocyclopentyl]-, 1,1-dimethylethyl ester (9CI)
  • SMILES CC(C)(C)OC(=O)N[C@@H]1CCC(=O)C1

Description

tert-Butyl N-[(1R)-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 key electrophilic handle for nucleophilic addition and subsequent functionalization.

Application

tert-Butyl N-[(1R)-3-oxocyclopentyl]carbamate serves as a stable, bench-ready chiral building block for asymmetric synthesis, enabling efficient access to functionalized cyclopentane scaffolds. The carbamate group provides orthogonal protection and facilitates selective deprotection under mild acidic conditions. Its (1R)-configured cyclopentanone moiety supports stereoselective transformations in medicinal chemistry and natural product synthesis.

Synthesis

  • Route1

    References

    • VERTEX PHARMACEUTICALS INCORPORATED Patent: WO2009/23269 A2, 2009 ; Location in patent: Page/Page column 42-43 ; WO 2009/023269 A2

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-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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