(S)-3,3'-Bis[3,5-bis(trifluoromethyl)phenyl]-2,2'-dihydroxy-1,1'-binaphthalene cyclic phosphate

Name: (S)-3,3'-Bis[3,5-bis(trifluoromethyl)phenyl]-2,2'-dihydroxy-1,1'-binaphthalene cyclic phosphate
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CAS No. 878111-17-2
Cat. No. CS-0028398
Purity≥97%
MDL No.None

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(S)-3,3'-Bis[3,5-bis(trifluoromethyl)phenyl]-2,2'-dihydroxy-1,1'-binaphthalene cyclic phosphate|CS-0028398

Structure of 878111-17-2

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General Information

CAS No. 878111-17-2
Cat. No. CS-0028398
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 C₃₆H₁₇F₁₂O₄P
Molecular Weight 772.47
Synonym(s) (S)-(+)-3,3'-Bis(3,5-bis(trifluoromethyl)phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate
SMILES O=P1(OC2=C(C3=CC=CC=C3C=C2C4=CC(C(F)(F)F)=CC(C(F)(F)F)=C4)C5=C(C(C6=CC(C(F)(F)F)=CC(C(F)(F)F)=C6)=CC7=CC=CC=C57)O1)O

Description

This chiral cyclic phosphate features a (S)-binaphthyl backbone bearing two 3,5-bis(trifluoromethyl)phenyl groups and hydroxyl substituents at the 2,2′-positions, delivering enhanced rigidity and electron-deficient character. The cyclic phosphate moiety enables selective activation in asymmetric synthesis, offering high stereocontrol in nucleophilic substitution reactions under mild conditions.

Application

(S)-3,3'-Bis[3,5-bis(trifluoromethyl)phenyl]-2,2'-dihydroxy-1,1'-binaphthalene cyclic phosphate serves as a robust chiral scaffold for asymmetric catalysis and ligand design. The binaphthyl core provides high stereoselectivity, while the trifluoromethyl groups enhance electron-withdrawing character and metabolic stability. The cyclic phosphate moiety enables controlled reactivity in nucleophilic substitutions and facilitates conjugation to metal centers or biomolecules. Bench-stable and compatible with standard synthetic protocols, it functions effectively in transition-metal-catalyzed transformations and serves as a building block for advanced functional materials.

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-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 55.76
LogP 12.9408
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Key Words

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(S)-3,3'-Bis[3,5-bis(trifluoromethyl)phenyl]-2,2'-dihydroxy-1,1'-binaphthalene cyclic phosphate

CAS No. 878111-17-2

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