(11bS)-4-Hydroxy-2,6-di-1-naphthalenyl-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin

Name: (11bS)-4-Hydroxy-2,6-di-1-naphthalenyl-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin
Brand: ChemScene
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CAS No. 929097-93-8
Cat. No. CS-0084539
Purity≥97%
MDL No.None

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(11bS)-4-Hydroxy-2,6-di-1-naphthalenyl-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin|CS-0084539

Structure of 929097-93-8

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General Information

CAS No. 929097-93-8
Cat. No. CS-0084539
Purity ≥97%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄₀H₂₅O₄P
Molecular Weight 600.60
Synonym(s) (S)-3,3'-Bis(1-naphthalenyl)-1,1'-binaphthyl-2,2'-diyl Hydrogen Phosphate
SMILES OP1(OC2=C(C3=CC=CC=C3C=C2C4=C5C(C=CC=C5)=CC=C4)C6=C(C(C7=C(C=CC=C8)C8=CC=C7)=CC9=CC=CC=C69)O1)=O

Description

This sterically encumbered phosphine oxide features a rigid, fused naphthalene architecture that enhances thermal stability and modulates electronic properties. The 11bS configuration ensures defined stereochemistry, while the hydroxy group enables hydrogen bonding and improved solubility in polar media. Designed for use in asymmetric catalysis and transition-metal-mediated transformations requiring robust, electron-deficient phosphine ligands under ambient conditions.

Application

(11bS)-4-Hydroxy-2,6-di-1-naphthalenyl-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin serves as a sterically encumbered, bench-stable phosphine oxide scaffold that facilitates stereoselective transformations in transition-metal-catalyzed cross-coupling reactions. Its rigid polycyclic framework enhances functional group tolerance and enables efficient catalyst regeneration, making it well-suited for iterative synthesis of complex heterocyclic architectures in medicinal chemistry workflows.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

TPSA 55.76
LogP 11.172
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

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(11bS)-4-Hydroxy-2,6-di-1-naphthalenyl-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin

CAS No. 929097-93-8

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