(4S,4'S)-4,4'-Di-sec-butyl-4,4',5,5'-tetrahydro-2,2'-bioxazole

Name: (4S,4'S)-4,4'-Di-sec-butyl-4,4',5,5'-tetrahydro-2,2'-bioxazole
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CAS No. 2374958-89-9
Cat. No. CS-0610932
Purity≥97%
MDL No.None

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(4S,4'S)-4,4'-Di-sec-butyl-4,4',5,5'-tetrahydro-2,2'-bioxazole|CS-0610932

Structure of 2374958-89-9

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General Information

CAS No. 2374958-89-9
Cat. No. CS-0610932
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₂₄N₂O₂
Molecular Weight 252.35
Synonym(s) None
SMILES CC(CC)[C@H]1COC(C2=N[C@@H](C(C)CC)CO2)=N1

Description

This chiral oxazole derivative features a rigid, sterically encumbered structure that enhances configurational stability. The 4,4'-di-sec-butyl substitution imparts exceptional steric bulk, minimizing unwanted side reactions. Designed for asymmetric synthesis, it functions as a robust chiral auxiliary in enantioselective transformations, offering high diastereoselectivity under standard conditions.

Application

(4S,4'S)-4,4'-Di-sec-butyl-4,4',5,5'-tetrahydro-2,2'-bioxazole serves as a robust chiral auxiliary in asymmetric synthesis, leveraging its rigid bicyclic framework to control stereochemistry in enantioselective transformations. The sterically encumbered sec-butyl groups enhance diastereoselectivity while maintaining bench stability and compatibility with standard reaction conditions. Its functional group tolerance facilitates use in iterative synthetic sequences, particularly in the construction of complex heterocyclic scaffolds and peptide-like architectures.

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 2.6732
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 5

Key Words

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(4S,4'S)-4,4'-Di-sec-butyl-4,4',5,5'-tetrahydro-2,2'-bioxazole

CAS No. 2374958-89-9

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