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(11aS)-10,11,12,13-Tetrahydro-5-hydroxy-3,7-di-9-phenanthrenyl-5-oxide-diindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin, min. 98%

(11aS)-10,11,12,13-Tetrahydro-5-hydroxy-3,7-di-9-phenanthrenyl-5-oxide-diindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin, min. 98%

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Catalog Number

ACM1585988926

Product Name

CAS

1585988-92-6

Product Overview
Usage

Synonyms

1372719-93-1;MFCD29905021;MFCD29905022;1585988-92-6;7,7'-(Phosphinicodioxy)-6,6'-bis(9-phenanthrenyl)-1,1'-spirobiindan;(aR)-6,6'-Di(9-phenanthryl)-7,7'-(hydroxyphosphinylidenebisoxy)-1,1'-spirobiindan;Phosphoric acid [(aS)-6,6'-di(9-phenanthryl)-1,1'-spirobiindan-7,7'-diyl] ester;(11aR)-10,11,12,13-Tetrahydro-5-hydroxy-3,7-di-9-phenanthrenyl-5-oxide-diindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin;(11aS)-10,11,12,13-Tetrahydro-5-hydroxy-3,7-di-9-phenanthrenyl-5-oxide-diindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin;

IUPAC Name

12-hydroxy-1,10-di(phenanthren-9-yl)-4,5,6,7-tetrahydroiindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocine 12-oxide;

Molecular Weight

666.713g/mol

Molecular Formula

C45H31O4P;

Canonical SMILES

C1CC23CCC4=C2C(=C(C=C4)C5=CC6=CC=CC=C6C7=CC=CC=C75)OP(=O)(OC8=C(C=CC1=C38)C9=CC1=CC=CC=C1C1=CC=CC=C19)O;

InChI

InChI=1S/C45H31O4P/c46-50(47)48-43-37(39-25-29-9-1-3-11-31(29)33-13-5-7-15-35(33)39)19-17-27-21-23-45(41(27)43)24-22-28-18-20-38(44(49-50)42(28)45)40-26-30-10-2-4-12-32(30)34-14-6-8-16-36(34)40/h1-20,25-26H,21-24H2,(H,46,47);

InChI Key

GMCOBEDKNDREBU-UHFFFAOYSA-N;

Complexity

1220

Covalently-Bonded Unit Count

Exact Mass

666.196g/mol

H-Bond Acceptor

H-Bond Donor

Heavy Atom Count

Monoisotopic Mass

666.196g/mol

Rotatable Bond Count

Topological Polar Surface Area

55.8A^2

Application

The purpose of (11aS)-10,11,12,13-Tetrahydro-5-hydroxy-3,7-di-9-phenanthrenyl-5-oxide-diindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin, with a purity of at least 98%, is to serve as a catalyst in chiral Brønsted acid-catalyzed, enantioselective Friedel-Crafts reactions. This specifically involves promoting the reaction between 2-methoxyfuran and aliphatic ketimines, which are generated in situ, enabling the efficient and selective synthesis of enantiomerically enriched products.

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