(11bR)-8,9,10,11,12,13,14,15-Octahydro-4-hydroxy-2,6-bis[2,4,6-tris(1-methylethyl)phenyl]-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin

Name: (11bR)-8,9,10,11,12,13,14,15-Octahydro-4-hydroxy-2,6-bis[2,4,6-tris(1-methylethyl)phenyl]-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin
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CAS No. 929294-27-9
Cat. No. CS-0091124
Molecule weight761.02
Purity≥97%
MDL No.MFCD30541785

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(11bR)-8,9,10,11,12,13,14,15-Octahydro-4-hydroxy-2,6-bis[2,4,6-tris(1-methylethyl)phenyl]-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin|CS-0091124

Structure of 929294-27-9

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General Information

CAS No. 929294-27-9
Cat. No. CS-0091124
Purity ≥97%
MDL No. MFCD30541785
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅₀H₆₅O₄P
Molecular Weight 761.02
Synonym(s) R-3,3'-BIS(2,4,6-TRIISOPROPYLPHENYL)-5,5',6,6',7,7',8,8'-OCTAHYDRO-1,1'-BINAPHTHYL-2,2'-DIYL HYDROGENPHOSPHATE
SMILES O=P1(O)OC([C@@]([C@@]2=C(C(C)C)C=C(C(C)C)C=C2C(C)C)=C3)=C(C4=C(CCCC5)C5=CC(C6=C(C(C)C)C=C(C(C)C)C=C6C(C)C)=C4O1)C7=C3CCCC7

Description

This sterically encumbered phosphine oxide features a rigid, fused polycyclic scaffold with a bench-stable P=O moiety and hydroxyl functionality. The ortho-tert-butyl aryl groups confer exceptional solubility and resistance to oxidation, enabling reliable use in catalytic applications under ambient conditions.

Application

(11bR)-8,9,10,11,12,13,14,15-Octahydro-4-hydroxy-2,6-bis[2,4,6-tris(1-methylethyl)phenyl]-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 asymmetric catalysis. Its rigid, chiral framework enables efficient ligand design for transition metal complexes, particularly in cross-coupling and hydrogenation processes, offering enhanced enantiocontrol and operational robustness under standard laboratory conditions.

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
Precautionary Statements : P264-P280-P302+P352

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Computational Chemistry Data

TPSA 55.76
LogP 15.0572
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 8

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(11bR)-8,9,10,11,12,13,14,15-Octahydro-4-hydroxy-2,6-bis[2,4,6-tris(1-methylethyl)phenyl]-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin

CAS No. 929294-27-9

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