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rel-tert-Butyl ((1S,3R)-3-aminocyclopentyl)carbamate

  • CAS No. 454709-98-9

  • Cat. No. CS-0047950
  • Molecule weight200.28
  • Purity≥97%
  • MDL No.None

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

rel-tert-Butyl ((1S,3R)-3-aminocyclopentyl)carbamate|CS-0047950

Structure of 454709-98-9

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General Information

  • CAS No. 454709-98-9
  • Cat. No. CS-0047950
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₂₀N₂O₂
  • Molecular Weight 200.28
  • Synonym(s) (1S,3R)-3-Amino-1-(Boc-amino)cyclopentane
  • SMILES N[C@@H]1CC[C@H](NC(OC(C)(C)C)=O)C1

Description

tert-Butyl N-[cis-3-aminocyclopentyl]carbamate delivers a protected amine handle on a rigid cis-cyclopentyl scaffold, enabling direct incorporation into cyclic peptide architectures. The tert-butyl carbamate group ensures stable protection under standard conditions while facilitating straightforward deprotection via mild acidolysis. This compound features high configurational stability and is particularly suited for the synthesis of constrained bioactive peptides.

Application

tert-Butyl N-[cis-3-aminocyclopentyl]carbamate serves as a versatile building block in medicinal chemistry, enabling direct incorporation of a cis-3-aminocyclopentyl moiety into target molecules. The carbamate group provides robust protection for the primary amine, offering excellent bench stability and compatibility with standard coupling reactions. Its functional group tolerance facilitates efficient late-stage diversification, while the rigid cyclopentyl scaffold imparts defined stereochemistry—ideal for structure-activity studies and macrocyclic scaffold construction.

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 : 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   64.35
  • LogP   1.3909
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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