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tert-butyl (4aR,7aS)-2,3,4a,5,7,7a-hexahydro-[1,4]dioxino[2,3-c]pyrrole-6-carboxylate

  • CAS No. 694439-03-7

  • Cat. No. CS-0037439
  • Molecule weight229.27
  • Purity≥95%
  • MDL No.None

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

tert-butyl (4aR,7aS)-2,3,4a,5,7,7a-hexahydro-[1,4]dioxino[2,3-c]pyrrole-6-carboxylate|CS-0037439

Structure of 694439-03-7

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General Information

  • CAS No. 694439-03-7
  • Cat. No. CS-0037439
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₉NO₄
  • Molecular Weight 229.27
  • Synonym(s) (4aR,7aS)-tert-Butyl tetrahydro-2H-[1,4]dioxino[2,3-c]pyrrole-6(3H)-carboxylate
  • SMILES CC(C)(C)OC(=O)N1C[C@H]2[C@@H](C1)OCCO2

Description

This bench-stable, moisture-tolerant heterocyclic scaffold features a rigid bicyclic core with a protected carboxylate group, enabling straightforward functionalization. The (4aR,7aS)-rel stereochemistry ensures high diastereoselectivity in downstream transformations, making it ideal for constructing complex nitrogen-containing architectures in medicinal chemistry and synthetic methodology.

Application

(4aR,7aS)-rel-tert-Butyl tetrahydro-2H-[1,4]dioxino[2,3-c]pyrrole-6(3H)-carboxylate serves as a robust heterocyclic building block for medicinal chemistry campaigns, enabling efficient access to complex pyrrolidine-fused scaffolds. Its bench-stable tert-butyl ester facilitates straightforward deprotection and functionalization, while the fused dioxinopyrrole core exhibits favorable solubility and compatibility with standard coupling reactions. This compound functions effectively in multistep syntheses requiring stereocontrolled construction of nitrogen-containing ring systems.

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   48
  • LogP   1.0211
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   0

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