(2R,5R)-1-(11bR)-Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl-2,5-diphenylpyrrolidine

Name: (2R,5R)-1-(11bR)-Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl-2,5-diphenylpyrrolidine
Brand: ChemScene
Availability: InStock
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CAS No. 444667-33-8
Cat. No. CS-0091172
Purity≥97%
MDL No.None

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FedEx Limited Quantities Ground	$0.00
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(2R,5R)-1-(11bR)-Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl-2,5-diphenylpyrrolidine|CS-0091172

Structure of 444667-33-8

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General Information

CAS No. 444667-33-8
Cat. No. CS-0091172
Purity ≥97%
MDL No. None
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₆H₂₈NO₂P
Molecular Weight 537.59
Synonym(s) None
SMILES C12=CC=CC=C1C=CC3=C2C4=C(C=CC=C5)C5=CC=C4OP(N6[C@@H](C7=CC=CC=C7)CC[C@@H]6C8=CC=CC=C8)O3

Description

This chiral dioxaphosphepin scaffold integrates a rigid, electron-deficient phosphorus center with a sterically constrained pyrrolidine framework, enabling precise stereocontrol in asymmetric catalysis. The dibenzofused backbone enhances thermal stability and facilitates selective transition-metal coordination.

Application

(2R,5R)-1-(11bR)-Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl-2,5-diphenylpyrrolidine serves as a stereocontrolled chiral ligand scaffold in transition-metal-catalyzed asymmetric synthesis. Its rigid, fused polycyclic framework imparts exceptional configurational stability and enables precise spatial control in palladium- and nickel-catalyzed cross-coupling reactions. The dioxaphosphepin core exhibits high functional group tolerance and facilitates efficient catalyst regeneration, making it well-suited for scalable enantioselective transformations 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-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 29.52
LogP 10.8108
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 3

Key Words

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(2R,5R)-1-(11bR)-Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl-2,5-diphenylpyrrolidine

CAS No. 444667-33-8

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