(4S,4'S)-2,2'-Cyclopentylidenebis[4-tert-butyl-4,5-dihydrooxazole]

Name: (4S,4'S)-2,2'-Cyclopentylidenebis[4-tert-butyl-4,5-dihydrooxazole]
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CAS No. 298693-03-5
Cat. No. CS-0087865
Purity≥95%
MDL No.None

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(4S,4'S)-2,2'-Cyclopentylidenebis[4-tert-butyl-4,5-dihydrooxazole]|CS-0087865

Structure of 298693-03-5

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General Information

CAS No. 298693-03-5
Cat. No. CS-0087865
Purity ≥95%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₉H₃₂N₂O₂
Molecular Weight 320.47
Synonym(s) (4S,4'S)-2,2'-(Cyclopentane-1,1-diyl)bis(4-(tert-butyl)-4,5-dihydrooxazole)
SMILES CC(C)(C)[C@@H](CO1)N=C1C2(CCCC2)C3=N[C@@H](C(C)(C)C)CO3

Description

This chiral bisoxazole features a rigid cyclopentylidene bridge enabling precise spatial control in asymmetric synthesis. The tert-butyl groups provide steric shielding and enhanced solubility, while the dihydrooxazole rings offer stable, electron-rich coordination sites. Ideal for constructing enantioselective ligands and catalysts in transition metal catalysis.

Application

(4S,4'S)-2,2'-Cyclopentylidenebis[4-tert-butyl-4,5-dihydrooxazole] serves as a chiral, bench-stable auxiliary for asymmetric synthesis, enabling stereoselective C–C and C–heteroatom bond formation. Its rigid cyclopentylidene backbone imparts high diastereoselectivity in nucleophilic additions and enolate alkylations, while the 4-tert-butyl oxazole groups enhance solubility and simplify purification. Functions reliably in standard organic transformations without requiring inert conditions.

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-P280-P302+P352

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Computational Chemistry Data

TPSA 43.18
LogP 4.2336
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

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(4S,4'S)-2,2'-Cyclopentylidenebis[4-tert-butyl-4,5-dihydrooxazole]

CAS No. 298693-03-5

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