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tert-Butyl 2-carbamoylpyrrolidine-1-carboxylate

  • CAS No. 54503-10-5

  • Cat. No. CS-W006597
  • Purity≥96%
  • MDL No.None

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

tert-Butyl 2-carbamoylpyrrolidine-1-carboxylate|CS-W006597

Structure of 54503-10-5

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General Information

  • CAS No. 54503-10-5
  • Cat. No. CS-W006597
  • Purity ≥96%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₈N₂O₃
  • Molecular Weight 214.26
  • Synonym(s) tert-butyl 2-(aminocarbonyl)pyrrolidine-1-carboxylate
  • SMILES O=C(N1C(C(N)=O)CCC1)OC(C)(C)C

Description

tert-Butyl 2-carbamoylpyrrolidine-1-carboxylate delivers a protected pyrrolidine scaffold with a carbamoyl handle for downstream functionalization. This bench-stable, moisture-tolerant building block integrates seamlessly into peptide and small-molecule synthesis workflows.

Application

tert-Butyl 2-carbamoylpyrrolidine-1-carboxylate serves as a versatile building block in medicinal chemistry, enabling the synthesis of pyrrolidine-based scaffolds through mild deprotection. The carbamoyl group offers orthogonal reactivity for selective functionalization, while the tert-butyl ester provides excellent bench stability and ease of purification. It functions effectively in standard coupling and cyclization protocols, facilitating access to bioactive heterocycles and peptide-like motifs in scalable synthetic routes.

Synthesis

  • Route1

    References

    • ARENA PHARMACEUTICALS, INC. Patent: WO2005/87765 A1, 2005 ; Location in patent: Page/Page column 27 ; WO 2005/087765 A1
  • Route2

    References

    • Tang; Qu; Xu; Ma; Chen, Shu-Hui; Li Synthetic Communications, 2007 , vol. 37, # 21 p. 3793 - 3799
  • Route3

    References

    • WO2009/146112 A1, ; Page/Page column 40 ; WO 2009/146112 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
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   72.63
  • LogP   0.8712
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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