(11bR)-2,6-Bis(3,5-dimethylphenyl)-8,9,10,11,12,13,14,15-octahydro-4-hydroxy-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin

Name: (11bR)-2,6-Bis(3,5-dimethylphenyl)-8,9,10,11,12,13,14,15-octahydro-4-hydroxy-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin
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CAS No. 1065214-95-0
Cat. No. CS-0092878
Purity≥97%
MDL No.None

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(11bR)-2,6-Bis(3,5-dimethylphenyl)-8,9,10,11,12,13,14,15-octahydro-4-hydroxy-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin|CS-0092878

Structure of 1065214-95-0

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General Information

CAS No. 1065214-95-0
Cat. No. CS-0092878
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 C₃₆H₃₇O₄P
Molecular Weight 564.65
Synonym(s) R-3,3'-bis(3,5-diMethylphenyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate
SMILES O=P1(O)OC(C(C2=CC(C)=CC(C)=C2)=C3)=C(C4=C(CCCC5)C5=CC(C6=CC(C)=CC(C)=C6)=C4O1)C7=C3CCCC7

Description

This octahydrodioxaphosphepin features a sterically shielded phosphorus oxide core flanked by two 3,5-dimethylphenyl groups, delivering exceptional stability and solubility in polar organic media. The 4-hydroxy-4-oxide functionality enables selective reactivity in asymmetric synthesis, while the (11bR) stereochemistry ensures predictable diastereoselective outcomes.

Application

(11bR)-2,6-Bis(3,5-dimethylphenyl)-8,9,10,11,12,13,14,15-octahydro-4-hydroxy-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin serves as a sterically encumbered chiral phosphine oxide scaffold, enabling stereoselective transformations in asymmetric catalysis. Its robust bench stability and defined stereochemistry facilitate reliable use in transition-metal-catalyzed cross-coupling and reduction reactions, particularly where orthogonality to sensitive functional groups is required.

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-P362

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Computational Chemistry Data

TPSA 55.76
LogP 9.55048
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

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(11bR)-2,6-Bis(3,5-dimethylphenyl)-8,9,10,11,12,13,14,15-octahydro-4-hydroxy-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin

CAS No. 1065214-95-0

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