CAS 929097-92-7 (S)-(+)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate, min. 98% [(S)-TiPSY]

Synonyms

(11bS)-4-Hydroxy-2,6-bis(triphenylsilyl)dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine4-oxide; Phosphoric acid (aR)-3,3'-bis(triphenylsilyl)-1,1'-binaphthalene-2,2'-diyl ester; (11bS)-4-Hydroxy-2,6-bis(triphenylsilyl)dinaphtho-[2,1-d1 inverted exclamation marka,2 inverted exclamation markaf]-[1,3,2]-dioxaphosphepin 4-oxide; (S)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate, 96%; (R)-(-)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; J-524233; R-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-di; 791616-55-2; (S)-(+)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate; Phosphoric acid (aS)-3,3'-bis(triphenylsilyl)-1,1'-binaphthalene-2,2'-diyl ester;

IUPAC Name

(13-hydroxy-13-oxo-16-triphenylsilyl-12,14-dioxa-13λ5-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaen-10-yl)-triphenylsilane;

Molecular Weight

865.084g/mol

Molecular Formula

C56H41O4PSi2;

Canonical SMILES

C1=CC=C(C=C1)[Si](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC5=CC=CC=C5C6=C4OP(=O)(OC7=C6C8=CC=CC=C8C=C7[Si](C9=CC=CC=C9)(C1=CC=CC=C1)C1=CC=CC=C1)O;

InChI

InChI=1S/C56H41O4PSi2/c57-61(58)59-55-51(62(43-25-7-1-8-26-43,44-27-9-2-10-28-44)45-29-11-3-12-30-45)39-41-23-19-21-37-49(41)53(55)54-50-38-22-20-24-42(50)40-52(56(54)60-61)63(46-31-13-4-14-32-46,47-33-15-5-16-34-47)48-35-17-6-18-36-48/h1-40H,(H,57,58);

InChI Key

BDQOCXQVIFQJRK-UHFFFAOYSA-N;

Complexity

1320

Covalently-Bonded Unit Count

Exact Mass

864.228g/mol

H-Bond Acceptor

H-Bond Donor

Heavy Atom Count

Monoisotopic Mass

864.228g/mol

Rotatable Bond Count

Topological Polar Surface Area

55.8A^2

MSDS

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COA

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Spec Sheet

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Application

Chiral phosphoric acid catalyst used for the highly enantioselective Friedel-Crafts reaction of indoles with imines.

Chiral phosphoric acid catalyst used for the highly enantioselective Friedel-Crafts reaction of pyrrole derivatives with N-acyl imines.

Chiral phosphoric acid catalyst used for the enantioselective transfer hydrogenation of hydroxylactams providing enantioenriched tetrahydro-β-carbolines (in dioxane) at room temperature (up to 94% yield, 90% ee).

[Rh2(OAc)4]/chiral phosphoric acid catalyst used for the enantioselective symmetric, three-component reaction of diazo compounds with imines and water yielding β-amino-α-hydroxy acid derivatives.

Enantioselective desymmetrization of prochiral allenic diols via cooperative catalysis of Pd(OAc)2 and a chiral phosphoric acid.