4-(1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropyl)morpholine

Name: 4-(1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropyl)morpholine
Brand: ChemScene
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CAS No. 1206594-08-2
Cat. No. CS-0048863
Molecule weight329.24
Purity≥97%
MDL No.None

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4-(1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropyl)morpholine|CS-0048863

Structure of 1206594-08-2

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General Information

CAS No. 1206594-08-2
Cat. No. CS-0048863
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₉H₂₈BNO₃
Molecular Weight 329.24
Synonym(s) Morpholine, 4-[1-[4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropyl]-
SMILES CC1(C)OB(OC1(C)C)C1=CC=C(C=C1)C1(CC1)N1CCOCC1

Description

4-(1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropyl)morpholine is a bench-stable boronate reagent featuring a cyclopropyl-linked morpholine moiety. This structure enables efficient Suzuki-Miyaura coupling under standard conditions, delivering complex arylated architectures with high functional group tolerance and minimal decomposition during handling.

Application

4-(1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropyl)morpholine serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylboronate moiety enables efficient palladium-catalyzed coupling under mild conditions, while the cyclopropyl-morpholine unit provides structural rigidity and favorable pharmacophoric properties. Bench-stable and compatible with diverse functional groups, it facilitates rapid assembly of complex aryl-substituted heterocycles in medicinal chemistry and materials synthesis workflows.

Synthesis

Route1
- 952289-95-1
- In-stock
  
  73183-34-3
- ~%
- In-stock
  
  1206594-08-2
References
- GALAPAGOS NV; MENET, Christel Jeanne Marie; BLANC, Javier; JOUANNIGOT, Nolwenn; HODGES, Alastair James; VAN ROMPAEY, Luc Juliaan Corina; FLETCHER, Stephen Robert Patent: WO2010/10189 A1, 2010 ; Location in patent: Page/Page column 71 ; WO 2010/010189 A1

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 30.93
LogP 2.3071
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Morpholine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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4-(1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropyl)morpholine

CAS No. 1206594-08-2

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