(S)-2,2'-Dihydroxy-3,3'-diphenyl-1,1'-binaphthalene cyclic phosphate

Name: (S)-2,2'-Dihydroxy-3,3'-diphenyl-1,1'-binaphthalene cyclic phosphate
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CAS No. 874948-59-1
Cat. No. CS-0084535
Molecule weight500.48
Purity≥97%
MDL No.None

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(S)-2,2'-Dihydroxy-3,3'-diphenyl-1,1'-binaphthalene cyclic phosphate|CS-0084535

Structure of 874948-59-1

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General Information

CAS No. 874948-59-1
Cat. No. CS-0084535
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 C₃₂H₂₁O₄P
Molecular Weight 500.48
Synonym(s) S-3,3'-Bis(phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate
SMILES O=P1(O)OC2=[C@]([C@]3=C(C=CC=C4)C4=CC(C5=CC=CC=C5)=C3O1)C6=CC=CC=C6C=C2C7=CC=CC=C7

Description

This chiral cyclic phosphate features a rigid binaphthyl scaffold with strategically positioned hydroxyl and phenyl groups, enabling selective recognition in asymmetric synthesis. The cyclic phosphate moiety provides a stable, reactive handle for conjugation or transformation under mild conditions, while the (S)-configuration ensures enantioselective behavior in catalytic applications.

Application

(S)-2,2'-Dihydroxy-3,3'-diphenyl-1,1'-binaphthalene cyclic phosphate serves as a chiral auxiliary in asymmetric synthesis, leveraging its rigid binaphthyl framework and orthogonally reactive phosphate group. The cyclic phosphate enables selective derivatization under mild conditions, facilitating stereoselective transformations in catalytic systems. Its bench-stable nature and compatibility with common functional groups make it a practical choice for constructing complex chiral scaffolds in medicinal chemistry and catalyst development.

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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Computational Chemistry Data

TPSA 55.76
LogP 8.8656
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Key Words

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(S)-2,2'-Dihydroxy-3,3'-diphenyl-1,1'-binaphthalene cyclic phosphate

CAS No. 874948-59-1

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