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tert-Butyl 1-(hydroxymethyl)-2-oxa-5-azabicyclo[2.2.1]heptane-5-carboxylate

  • CAS No. 1357351-86-0

  • Cat. No. CS-0036762
  • Purity≥97%
  • MDL No.None

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

tert-Butyl 1-(hydroxymethyl)-2-oxa-5-azabicyclo[2.2.1]heptane-5-carboxylate|CS-0036762

Structure of 1357351-86-0

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General Information

  • CAS No. 1357351-86-0
  • Cat. No. CS-0036762
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₉NO₄
  • Molecular Weight 229.27
  • Synonym(s) 1-Hydroxymethyl-2-oxa-5-aza-bicyclo[2.2.1]heptane-5-carboxylic acid tert-butyl ester
  • SMILES CC(C)(C)OC(=O)N1CC2(CC1CO2)CO

Description

tert-Butyl 1-(hydroxymethyl)-2-oxa-5-azabicyclo[2.2.1]heptane-5-carboxylate features a rigid, bridged heterocyclic scaffold with a pendant hydroxymethyl group and a bench-stable tert-butyl ester. This configuration enables selective functionalization and incorporation into complex molecular architectures, particularly in the synthesis of constrained bioactive compounds and macrocyclic scaffolds.

Application

tert-Butyl 1-(hydroxymethyl)-2-oxa-5-azabicyclo[2.2.1]heptane-5-carboxylate serves as a versatile bicyclic building block for medicinal chemistry, enabling efficient access to constrained heterocyclic scaffolds. The pendant hydroxymethyl group facilitates downstream functionalization via oxidation or derivatization, while the protected carboxylic acid supports orthogonal transformations. Its bench-stable nature and compatibility with standard coupling and reduction protocols make it well-suited for modular synthesis of bioactive molecules.

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
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

  • TPSA   59
  • LogP   0.7571
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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