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Tert-butyl ((1R,2R)-2-hydroxycyclopentyl)carbamate

  • CAS No. 454170-16-2

  • Cat. No. CS-0166815
  • Purity≥97%
  • MDL No.MFCD11656037

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

Tert-butyl ((1R,2R)-2-hydroxycyclopentyl)carbamate|CS-0166815

Structure of 454170-16-2

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General Information

  • CAS No. 454170-16-2
  • Cat. No. CS-0166815
  • Purity ≥97%
  • MDL No. MFCD11656037
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₉NO₃
  • Molecular Weight 201.26
  • Synonym(s) Carbamic acid, [(1R,2R)-2-hydroxycyclopentyl]-, 1,1-dimethylethyl ester (9CI)
  • SMILES O=C(OC(C)(C)C)N[C@H]1[C@H](O)CCC1

Description

Tert-butyl ((1R,2R)-2-hydroxycyclopentyl)carbamate features a chiral cyclopentane scaffold with a hydroxyl group at the 2-position and a tert-butoxycarbonyl-protected amine. This configuration enables stereocontrolled synthesis in complex natural product workflows, offering robust stability under standard conditions while allowing selective deprotection to reveal the primary amine functionality.

Application

Tert-butyl ((1R,2R)-2-hydroxycyclopentyl)carbamate serves as a versatile chiral building block for the synthesis of cyclopentane-containing scaffolds. The (1R,2R)-diol motif provides defined stereochemistry for asymmetric synthesis, while the tert-butyl carbamate group offers stable protection with facile removal under mild acidic conditions. Its bench-stable nature and compatibility with standard coupling reactions enable efficient access to complex cyclic architectures in medicinal chemistry and natural product synthesis.

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   58.56
  • LogP   1.4245
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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