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CS-W001157 4
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(1S,5R,6S)-Ethyl 5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylate

  • CAS No. 204254-96-6

  • Cat. No. CS-0091283
  • Purity≥98%
  • MDL No.MFCD08063944

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

(1S,5R,6S)-Ethyl 5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylate|CS-0091283

Structure of 204254-96-6

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General Information

  • CAS No. 204254-96-6
  • Cat. No. CS-0091283
  • Purity ≥98%
  • MDL No. MFCD08063944
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₂O₄
  • Molecular Weight 254.32
  • Synonym(s) intermediate for oseltamivir
  • SMILES O=C(C1=C[C@@H](OC(CC)CC)[C@@]2([H])O[C@@]2([H])C1)OCC

Description

This bicyclic ester features a rigid, strained framework with a pendant pentan-3-yloxy group and a masked enolizable carbonyl. The ethyl ester moiety enables facile downstream transformations, while the oxygen bridge enhances stereochemical control in asymmetric synthesis.

Synthesis

  • Route1
    • Ethyl (3R,4R,5R)-4-hydroxy-5-((methylsulfonyl)oxy)-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate Oseltamivir Impurity|CS-0164928
      204254-92-2
    • ~%
    • In-stock
      (1S,5R,6S)-Ethyl 5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylate|CS-0091283
      204254-96-6

    References

    • WO2007/74091 A2, ; Page/Page column 18; 23 ;
  • Route2
    • Oseltamivir Impurity 58 Oseltamivir Impurity|CS-0164994
      204254-90-0
    • ~%
    • In-stock
      (1S,5R,6S)-Ethyl 5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylate|CS-0091283
      204254-96-6

    References

    • Journal of Organic Chemistry, , vol. 63, # 13 p. 4545 - 4547
  • Route3
    • null|null
      204254-84-2
    • ~%
    • In-stock
      (1S,5R,6S)-Ethyl 5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylate|CS-0091283
      204254-96-6

    References

    • Journal of Organic Chemistry, , vol. 63, # 13 p. 4545 - 4547

Safety Information

Download SDS
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

Quality Control

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Computational Chemistry Data

  • TPSA   48.06
  • LogP   2.2208
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   6

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