(4S,4′S)-4,4′-Dicyclohexyl-4,4′,5,5′-tetrahydro-2,2′-bioxazole

Name: (4S,4′S)-4,4′-Dicyclohexyl-4,4′,5,5′-tetrahydro-2,2′-bioxazole
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CAS No. 2368835-34-9
Cat. No. CS-0438574
Purity≥97%
MDL No.None

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(4S,4′S)-4,4′-Dicyclohexyl-4,4′,5,5′-tetrahydro-2,2′-bioxazole|CS-0438574

Structure of 2368835-34-9

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General Information

CAS No. 2368835-34-9
Cat. No. CS-0438574
Purity ≥97%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₈H₂₈N₂O₂
Molecular Weight 304.43
Synonym(s) None
SMILES [C@H]1(C2CCCCC2)COC(C3=N[C@@H](C4CCCCC4)CO3)=N1

Description

This chiral oxazole scaffold features a rigid, sterically encumbered architecture ideal for asymmetric synthesis. The paired cyclohexyl groups confer enhanced solubility and stability under standard conditions, while the tetrahydrooxazole core provides a robust, electron-rich platform for transition metal catalysis and ligand development.

Application

(4S,4′S)-4,4′-Dicyclohexyl-4,4′,5,5′-tetrahydro-2,2′-bioxazole serves as a robust chiral auxiliary in asymmetric synthesis, enabling high diastereoselective transformations via its rigid bicyclic framework. The dicyclohexyl substituents confer excellent bench stability and facilitate purification by chromatography. It functions effectively in enantioselective alkylation and conjugate addition protocols, offering reliable stereocontrol in the construction of complex chiral intermediates for medicinal chemistry applications.

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 3.7416
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 3

Key Words

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(4S,4′S)-4,4′-Dicyclohexyl-4,4′,5,5′-tetrahydro-2,2′-bioxazole

CAS No. 2368835-34-9

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