CAS 791616-55-2 (R)-(-)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate, min. 98% [(R)-TiPSY]

Synonyms

(S)-(+)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate; RD-0080; (11bR)-4-Hydroxy-2,6-bis(triphenylsilyl)dinaphtho-[2,1-d:1 inverted exclamation marka,2 inverted exclamation markaf]-1,3,2-dioxaphosphepin 4-oxide; Carreira SALDIPAC Ligand; (R)-(-)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate; (aS)-2,6-Bis(triphenylsilyl)-4-hydroxydinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin 4-oxide; (R)-(-)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; (S)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthalene-2,2'-diyl hydrogen phosphate; SC-44139; 929097-92-7;

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

A chiral phosphoric acid catalyst providing a convenient strategy for the enantioselective construction of protected primary amines and a highly stereoselective method for the reductive amination of heterocyclic amines.

Chiral phosphoric acid used for the enantioselective Biginelli and Biginelli-like reactions.

Chiral phosphoric acid organocatalyst used in the asymmetric, three-component Povarov reaction involving 2-hydroxystyrenes. An efficient method to access structurally diverse cis-disubstituted tetrahydroquinolines in high stereoselectivities of up to >99:1 dr and 97% ee.

A gold/chiral phosphoric acid catalyst used for the highly stereoselective, three-component reaction of salicylaldehydes, anilines, and alkynols to give aromatic spiroacetals in high yields and stereoselectivities.

The first highly enantioselective catalytic protocol for the reductive coupling of ketones and hydrozones.

Reagent-controlled regioselectivity enabled by dual activation.