Lot numbers can be found on the outside label of a product:
4-(2-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)ethyl)morpholine
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CAS No. 690636-28-3
- Cat. No. CS-0174563
- Purity≥97%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 690636-28-3
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General Information
- CAS No. 690636-28-3
- Cat. No. CS-0174563
- Purity ≥97%
- MDL No. None
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₈H₂₈BNO₄
- Molecular Weight 333.23
- Synonym(s) 4-{2-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]ethyl}morpholine, 2-{4-[2-(Morpholin-4-yl)ethoxy]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
- SMILES CC1(C(C)(OB(O1)C2=CC=C(OCCN3CCOCC3)C=C2)C)C
Description
This morpholine derivative features a boronate ester handle for reliable Suzuki-Miyaura coupling, enabling efficient incorporation into complex molecular architectures. The ethylene linker provides conformational flexibility, while the para-phenoxy substitution enhances electronic communication. Bench-stable under standard conditions, it streamlines late-stage functionalization in medicinal chemistry and materials synthesis.
Application
4-(2-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)ethyl)morpholine serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The tetramethyl-1,3,2-dioxaborolane moiety enables stable, bench-ready coupling with aryl halides under mild conditions. The morpholine ether functionality provides solubility and metabolic stability, while the ethylene linker offers flexibility in scaffold construction. This reagent facilitates efficient access to biaryl and heteroaryl architectures common in medicinal chemistry and materials science.
Synthesis
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References
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SUGEN, INC. Patent: WO2004/76412 A2, 2004 ; Location in patent: Page 95 ; WO 2004/076412 A2
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References
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KINEX PHARMACEUTICALS, LLC Patent: WO2008/82637 A1, 2008 ; Location in patent: Page/Page column 62 ;
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References
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Tularik Inc. Patent: US2004/97485 A1, 2004 ; Location in patent: Page/Page column 47-48 ; US 20040097485 A1
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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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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Quality Control
Computational Chemistry Data
- TPSA 40.16
- LogP 1.6968
- H_Acceptors 5
- H_Donors 0
- Rotatable_Bonds 5
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Key Words
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