2-((2R,3R)-3-(tert-butyl)-4-methoxy-2,3-dihydrobenzo[d][1,3]oxaphosphol-2-yl)pyridine

Name: 2-((2R,3R)-3-(tert-butyl)-4-methoxy-2,3-dihydrobenzo[d][1,3]oxaphosphol-2-yl)pyridine
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CAS No. 1542796-07-5
Cat. No. CS-0091100
Purity≥95%
MDL No.MFCD32641170

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2-((2R,3R)-3-(tert-butyl)-4-methoxy-2,3-dihydrobenzo[d][1,3]oxaphosphol-2-yl)pyridine|CS-0091100

Structure of 1542796-07-5

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General Information

CAS No. 1542796-07-5
Cat. No. CS-0091100
Purity ≥95%
MDL No. MFCD32641170
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₇H₂₀NO₂P
Molecular Weight None
Synonym(s) None
SMILES COC1=C([P@@](C(C)(C)C)[C@H](C2=NC=CC=C2)O3)C3=CC=C1

Description

This pyridine-functionalized oxaphospholane features a sterically shielded tert-butyl group and a methoxy-substituted dihydrobenzene core, enhancing stability and solubility. The phosphole moiety delivers high reactivity in transition-metal catalysis, enabling efficient coupling reactions under mild conditions.

Application

This compound serves as a versatile phosphine ligand in transition metal catalysis, featuring a sterically protected dihydrobenzo[d][1,3]oxaphospholane core that enhances stability and electron-donating capacity. The tert-butyl and methoxy substituents provide enhanced solubility and resistance to oxidation, while the pyridine moiety enables coordination to palladium and other late-transition metals. It facilitates cross-coupling reactions under mild conditions with broad functional group tolerance, making it suitable for iterative synthesis in medicinal chemistry and process development.

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

Quality Control

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Computational Chemistry Data

TPSA 31.35
LogP 4.0871
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Key Words

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2-((2R,3R)-3-(tert-butyl)-4-methoxy-2,3-dihydrobenzo[d][1,3]oxaphosphol-2-yl)pyridine

CAS No. 1542796-07-5

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