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(11aS)-3,7-Bis[3,5-bis(trifluoromethyl)phenyl]-10,11,12,13-tetrahydro-5-hydroxy-5-oxide-diindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin, min. 98%

(11aS)-3,7-Bis[3,5-bis(trifluoromethyl)phenyl]-10,11,12,13-tetrahydro-5-hydroxy-5-oxide-diindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin, min. 98%

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Catalog Number

ACM1258327079

Product Name

Structure

CAS

1258327-07-9

Product Overview
Usage

Synonyms

1258327-07-9;1297613-76-3;MFCD29905018;(11aR)-3,7-Bis[3,5-bis(trifluoromethyl)phenyl]-10,11,12,13-tetrahydro-5-hydroxy-5-oxide-diindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin;(11aS)-3,7-Bis[3,5-bis(trifluoromethyl)phenyl]-10,11,12,13-tetrahydro-5-hydroxy-5-oxide-diindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin;(aS)-6,6'-Bis[3,5-bis(trifluoromethyl)phenyl]-7,7'-(hydroxyphosphinylidenebisoxy)-1,1'-spirobiindan;Phosphoric acid 6,6'-bis[3,5-bis(trifluoromethyl)phenyl]-1,1'-spirobiindan-7,7'-diyl ester;

IUPAC Name

1,10-bis[3,5-bis(trifluoromethyl)phenyl]-12-hydroxy-4,5,6,7-tetrahydroiindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocine 12-oxide;

Molecular Weight

738.466g/mol

Molecular Formula

C33H19F12O4P;

Canonical SMILES

C1CC23CCC4=C2C(=C(C=C4)C5=CC(=CC(=C5)C(F)(F)F)C(F)(F)F)OP(=O)(OC6=C(C=CC1=C36)C7=CC(=CC(=C7)C(F)(F)F)C(F)(F)F)O;

InChI

InChI=1S/C33H19F12O4P/c34-30(35,36)19-9-17(10-20(13-19)31(37,38)39)23-3-1-15-5-7-29-8-6-16-2-4-24(28(26(16)29)49-50(46,47)48-27(23)25(15)29)18-11-21(32(40,41)42)14-22(12-18)33(43,44)45/h1-4,9-14H,5-8H2,(H,46,47);

InChI Key

SZXXNKRVJAEGKW-UHFFFAOYSA-N;

Complexity

1180

Covalently-Bonded Unit Count

Exact Mass

738.083g/mol

H-Bond Acceptor

H-Bond Donor

Heavy Atom Count

Monoisotopic Mass

738.083g/mol

Rotatable Bond Count

Topological Polar Surface Area

55.8A^2

Application

The purpose of (11aS)-3,7-Bis[3,5-bis(trifluoromethyl)phenyl]-10,11,12,13-tetrahydro-5-hydroxy-5-oxide-diindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin, min. 98% is to facilitate the enantioselective synthesis of complex organic molecules, such as chiral tetrahydropyridines, benzazepinoindoles with trifluoromethylated quaternary stereocenters, and indolo[2,3-α]quinolizidines. By employing this product within organocatalytic asymmetric multicomponent reactions, it enables efficient and atom-economical transformations of aromatic aldehydes and anilines with β-ketoesters. This compound is crucial for advancing the synthesis of pharmacologically relevant structures through its role in Pd(0)-catalyzed tandem processes that involve deprotection and cyclization, and by catalysis with chiral spirocyclic phosphoric acids, thereby offering a valuable tool for the development of novel synthetic methodologies in organic chemistry.

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