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(4S,4'S)-2,2'-Cyclopentylidenebis[4,5-dihydro-4-(phenylmethyl)oxazole]

  • CAS No. 1003886-05-2

  • Cat. No. CS-0086637
  • Purity≥95%
  • MDL No.None

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

(4S,4'S)-2,2'-Cyclopentylidenebis[4,5-dihydro-4-(phenylmethyl)oxazole]|CS-0086637

Structure of 1003886-05-2

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General Information

  • CAS No. 1003886-05-2
  • Cat. No. CS-0086637
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₅H₂₈N₂O₂
  • Molecular Weight 388.50
  • Synonym(s) (4S,4'S)-2,2'-(Cyclopentane-1,1-diyl)-bis(4-benzyl-4,5-dihydrooxazole)
  • SMILES C1(C2(C3=N[C@@H](CC4=CC=CC=C4)CO3)CCCC2)=N[C@@H](CC5=CC=CC=C5)CO1

Description

This chiral bis-oxazole scaffold features a rigid cyclopentylidene bridge that enforces defined spatial orientation, enabling precise molecular recognition. The phenylmethyl-substituted oxazole rings provide enhanced solubility and stability under standard bench conditions, while the (4S,4'S) stereochemistry ensures high diastereoselectivity in asymmetric synthesis applications.

Application

(4S,4'S)-2,2'-Cyclopentylidenebis[4,5-dihydro-4-(phenylmethyl)oxazole] serves as a chiral bis-oxazole scaffold with defined stereochemistry at the cyclopentylidene bridge. It functions as a versatile building block in asymmetric synthesis, enabling the construction of complex heterocyclic systems through controlled functionalization. The molecule exhibits excellent bench stability and facilitates orthogonal reactivity due to the protected oxazole rings and well-defined stereogenic centers, supporting efficient downstream transformations in medicinal chemistry and catalyst design.

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   43.18
  • LogP   4.6268
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   6

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