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Structure

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

CAS
791616-55-2
Catalog Number
ACM791616552
Category
Organic Phosphine Compounds
Molecular Weight
865.084g/mol
Molecular Formula
C56H41O4PSi2;

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Specification

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;
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;
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.
Complexity
1320
Covalently-Bonded Unit Count
1
Exact Mass
864.228g/mol
H-Bond Acceptor
4
H-Bond Donor
1
Heavy Atom Count
63
Monoisotopic Mass
864.228g/mol
Rotatable Bond Count
8
Topological Polar Surface Area
55.8A^2
April 6, 2023


Useful chiral catalyst
(R)-(-)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate, min. 98% [(R)-TiPSY] can be used to synthesize chiral compounds with high efficiency and high chiral yield.

What is the Molecular formula of (R)-(-)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate, min. 98% [(R)-TiPSY]?

C56H41O4PSi2

What is the Molecular weight of (R)-(-)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate, min. 98% [(R)-TiPSY]?

865.07

What is the EC number of (R)-(-)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate, min. 98% [(R)-TiPSY]?

635-984-6

What is the InChIKey of (R)-(-)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate, min. 98% [(R)-TiPSY]?

BDQOCXQVIFQJRK-UHFFFAOYSA-N

What is the SMILES of (R)-(-)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate, min. 98% [(R)-TiPSY]?

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

What is the Form of (R)-(-)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate, min. 98% [(R)-TiPSY]?

Powder, white to light-yellow

What is the Melting point of (R)-(-)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate, min. 98% [(R)-TiPSY]?

329-335℃

What is the Storage condition of (R)-(-)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate, min. 98% [(R)-TiPSY]?

Sealed in dry, Room Temperature

What is the Specific rotation of (R)-(-)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate, min. 98% [(R)-TiPSY]?

-197° (c=1, CHCl3)

What is the Density of (R)-(-)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate, min. 98% [(R)-TiPSY]?

1.32±0.1 g/cm3 (Predicted)

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