(S,S)-4,4-Dimethyl-4,5,4',5'-tetrahydro [2.2]bioxazolyl

Name: (S,S)-4,4-Dimethyl-4,5,4',5'-tetrahydro [2.2]bioxazolyl
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CAS No. 336884-31-2
Cat. No. CS-0091142
Purity≥97%
MDL No.None

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(S,S)-4,4-Dimethyl-4,5,4',5'-tetrahydro [2.2]bioxazolyl|CS-0091142

Structure of 336884-31-2

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General Information

CAS No. 336884-31-2
Cat. No. CS-0091142
Purity ≥97%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₂N₂O₂
Molecular Weight 168.19
Synonym(s) (S,S)-4,4′-dimethyl-4,5,4′,5′-tetrahydro[2.2]bioxazolyl
SMILES C[C@@H](CO1)N=C1C2=N[C@@H](C)CO2

Description

(S,S)-Me-Bisbox delivers a chiral, electron-rich scaffold engineered for asymmetric synthesis. This bench-stable ligand features two methylated bisoxazoline units that coordinate transition metals with high enantioselectivity. The rigid, sterically defined cavity enhances stereocontrol in catalytic transformations, enabling efficient access to chiral intermediates under standard conditions.

Application

(S,S)-Me-Bisbox serves as a robust chiral ligand in asymmetric catalysis, enabling high enantioselectivity in transition-metal-catalyzed transformations. Its rigid bis(oxazoline) architecture provides excellent stereocontrol and functional group tolerance, facilitating efficient synthesis of chiral building blocks. The methyl substitution enhances solubility and bench stability, simplifying handling and purification in standard laboratory workflows.

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 0.6208
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Key Words

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(S,S)-4,4-Dimethyl-4,5,4',5'-tetrahydro [2.2]bioxazolyl

CAS No. 336884-31-2

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