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(3aR,7aR)-rel-tert-Butyl 1-oxohexahydrofuro[3,4-c]pyridine-5(3H)-carboxylate

  • CAS No. 441297-78-5

  • Cat. No. CS-0054755
  • Molecule weight241.28
  • Purity≥95%
  • MDL No.None

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

(3aR,7aR)-rel-tert-Butyl 1-oxohexahydrofuro[3,4-c]pyridine-5(3H)-carboxylate|CS-0054755

Structure of 441297-78-5

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General Information

  • CAS No. 441297-78-5
  • Cat. No. CS-0054755
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₉NO₄
  • Molecular Weight 241.28
  • Synonym(s) (3aR,7aR)-rel-5-Boc-hexahydro-1-oxo-furo[3,4-c]pyridine
  • SMILES O=C(N1CC[C@]2([H])[C@](COC2=O)([H])C1)OC(C)(C)C

Description

This bicyclic lactam features a rigid, stereocontrolled framework ideal for asymmetric synthesis. The tert-butyl ester group enhances solubility and stability, while the oxo function at C1 provides a reactive handle for selective transformations. Bench-stable and moisture-tolerant, it serves as a key intermediate in complex heterocycle construction.

Application

(3aR,7aR)-rel-tert-Butyl 1-oxohexahydrofuro[3,4-c]pyridine-5(3H)-carboxylate serves as a stereochemically defined intermediate for the construction of nitrogen-containing heterocycles. The oxo functionality at C1 enables selective reductions and nucleophilic additions, while the tert-butyl ester group provides stability and facilitates purification. Its rigid fused ring system offers predictable reactivity in transition-metal-catalyzed couplings and functional group interconversions, making it a valuable building block for medicinal chemistry and process development workflows.

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   55.84
  • LogP   1.4164
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   0

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