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CS-W001157 4
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(4S,4'S)-2,2'-Cyclohexylidenebis[4-tert-butyl-4,5-dihydrooxazole]

  • CAS No. 298693-04-6

  • Cat. No. CS-0087866
  • Molecule weight334.50
  • Purity≥97%
  • MDL No.None

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

(4S,4'S)-2,2'-Cyclohexylidenebis[4-tert-butyl-4,5-dihydrooxazole]|CS-0087866

Structure of 298693-04-6

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General Information

  • CAS No. 298693-04-6
  • Cat. No. CS-0087866
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₀H₃₄N₂O₂
  • Molecular Weight 334.50
  • Synonym(s) None
  • SMILES CC(C)(C)[C@@H](CO1)N=C1C2(CCCCC2)C3=N[C@@H](C(C)(C)C)CO3

Description

This chiral bisoxazole scaffold features a rigid cyclohexylidene bridge that enforces defined spatial orientation, enabling precise stereocontrol in asymmetric synthesis. The tert-butyl groups provide steric shielding and enhance solubility, while the dihydrooxazole rings offer stable, electron-rich heterocyclic platforms for coupling reactions.

Application

(4S,4'S)-2,2'-Cyclohexylidenebis[4-tert-butyl-4,5-dihydrooxazole] serves as a robust chiral auxiliary in asymmetric synthesis, enabling stereocontrolled C–C and C–heteroatom bond formation. Its rigid cyclohexylidene backbone provides excellent diastereoselectivity in enolate alkylations and conjugate additions. The tert-butyl groups enhance solubility and stability, while the 4,5-dihydrooxazole rings facilitate clean deprotection and functional group manipulation under mild conditions. Ideal for scalable, bench-stable transformations in complex molecule assembly.

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   43.18
  • LogP   4.6237
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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