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

Name: (2R)-1-(11bR)-Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl-1,2,3,4-tetrahydro-2-methylquinoline
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1186392-43-7
Cat. No. CS-0092918
Purity≥97%
MDL No.MFCD28144549

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(2R)-1-(11bR)-Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl-1,2,3,4-tetrahydro-2-methylquinoline|CS-0092918

Structure of 1186392-43-7

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Description

This chiral phosphine ligand features a rigid dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin scaffold paired with a tetrahydro-2-methylquinoline moiety, delivering enhanced steric and electronic control in palladium-catalyzed cross-coupling reactions. The (2R,11bR) stereochemistry ensures predictable coordination geometry, improving catalytic efficiency and selectivity in challenging bond-forming processes.

Application

(2R)-1-(11bR)-Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl-1,2,3,4-tetrahydro-2-methylquinoline serves as a sterically defined chiral phosphorus scaffold enabling asymmetric synthesis in transition-metal-catalyzed transformations. Its rigid, fused polycyclic architecture provides excellent configurational stability and facilitates enantioselective C–C bond formation. The molecule exhibits robust bench stability, tolerates diverse functional groups, and simplifies purification—ideal for scalable applications in pharmaceutical process chemistry and catalyst development.

General Information

CAS No. 1186392-43-7
Cat. No. CS-0092918
Purity ≥97%
MDL No. MFCD28144549
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₀H₂₄NO₂P
Molecular Weight 461.49
Synonym(s) [(2R)-1-((11BR)-DINAPHTHO[2,1-D
SMILES C[C@H](CCC1=C2C=CC=C1)N2P3OC4=C(C5=C(C=CC=C6)C6=CC=C5O3)C7=CC=CC=C7C=C4

Computational Chemistry Data

TPSA 29.52
LogP 9.2008
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

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

CAS No. 1186392-43-7

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