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Methyl 5,8-dioxaspiro[3.4]octane-2-carboxylate

  • CAS No. 1037175-81-7

  • Cat. No. CS-0049019
  • Molecule weight172.18
  • Purity≥97%
  • MDL No.None

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

Methyl 5,8-dioxaspiro[3.4]octane-2-carboxylate|CS-0049019

Structure of 1037175-81-7

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General Information

  • CAS No. 1037175-81-7
  • Cat. No. CS-0049019
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₂O₄
  • Molecular Weight 172.18
  • Synonym(s) Methyl 5,8-dioxa-spiro[3.4]octane-2-carboxylate
  • SMILES COC(=O)C1CC2(C1)OCCO2

Description

Methyl 5,8-dioxaspiro[3.4]octane-2-carboxylate features a rigid spirocyclic core that imparts exceptional stereochemical stability. This scaffold integrates a masked aldehyde equivalent and a reactive ester group, enabling selective transformations in complex molecule synthesis. The compound exhibits excellent bench stability and solubility in common organic solvents, facilitating its use in iterative synthetic sequences without degradation.

Application

Methyl 5,8-dioxaspiro[3.4]octane-2-carboxylate serves as a versatile bicyclic building block for the synthesis of complex heterocyclic systems and natural product analogs. Its spirocyclic core provides rigidity and defined stereochemistry, enabling controlled functionalization at the C2 position. The ester group facilitates downstream transformations, while the oxetane ring offers enhanced metabolic stability in medicinal chemistry applications. The compound exhibits good bench stability and is compatible with standard coupling and reduction protocols.

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

  • TPSA   44.76
  • LogP   0.3125
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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