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CS-W001157 4
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(R)-8a-methyl-3,4,8,8a-tetrahydronaphthalene-1,6(2H,7H)-dione

  • CAS No. 100348-93-4

  • Cat. No. CS-0439588
  • Molecule weight178.23
  • Purity≥98%
  • MDL No.None

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

(R)-8a-methyl-3,4,8,8a-tetrahydronaphthalene-1,6(2H,7H)-dione|CS-0439588

Structure of 100348-93-4

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General Information

  • CAS No. 100348-93-4
  • Cat. No. CS-0439588
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₄O₂
  • Molecular Weight 178.23
  • Synonym(s) (R)-(-)-3,4,8,8a-Tetrahydro-8a-Methyl-1,6(2H,7H)-Naphthalenedione
  • SMILES C[C@]12CCC(=O)C=C2CCCC1=O

Description

(R)-8a-methyl-3,4,8,8a-tetrahydronaphthalene-1,6(2H,7H)-dione is a stereodefined cyclic diketone featuring a rigid fused ring system with a methyl group at the 8a-position. This configuration imparts enhanced stereochemical stability and facilitates selective functionalization in asymmetric synthesis. The molecule serves as a valuable chiral synthon for natural product derivatization and complex molecular scaffolding.

Application

(R)-8a-methyl-3,4,8,8a-tetrahydronaphthalene-1,6(2H,7H)-dione serves as a stereochemically defined bicyclic diketone scaffold for the synthesis of complex natural product analogs and pharmaceutical intermediates. Its rigid fused ring system enables predictable regioselective transformations, while the methyl group at C8a enhances metabolic stability in downstream applications. The compound exhibits excellent bench stability and facilitates efficient functionalization via standard carbonyl chemistry, including enolization, reduction, and nucleophilic addition, making it a practical building block in multi-step synthetic sequences.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   34.14
  • LogP   2.035
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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