(S)-3,3′-Bis(triphenylsilyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate - ≥99%,≥98%(ee) , CAS No.929097-92-7

CAS: 929097-92-7 Cat. No.: B299329 Molecular Weight: 865.1 EC Number: 693-924-4

GRADE & PURITY ≥99%,≥98%(ee)

Synonyms

(R)-3,3 inverted exclamation mark -Bis(triphenylsilyl)-1,1 inverted exclamation mark -binaphthyl-2,2 inverted exclamation mark -diyl Hydrogenphosphate | R-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate | S-3,3'-Bis(triphenylsilyl)-1,

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Application：

(S)-3,3′-Bis(triphenylsilyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate can be used as a catalyst:

In the synthesis of 1,3-dioxolochroman skeletons by reacting 3-methyl-2-vinylindoles with ortho-quinone methides.

In the exo-selective cyclization of mupirocin methyl ester.

In the kinetic resolution of cyclic aliphatic syn-1,3-diols, which are used as valuable building blocks.

Specifications

Synonyms

(R)-3, 3 inverted exclamation mark -Bis(triphenylsilyl)-1, 1 inverted exclamation mark -binaphthyl-2, 2 inverted exclamation mark -diyl Hydrogenphosphate | R-3, 3'-Bis(triphenylsilyl)-1, 1'-binaphthyl-2, 2'-diyl hydrogenphosphate | S-3, 3'-Bis(triphenylsilyl)-1,

Specifications & Purity

≥99%, ≥98%(ee)

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥99%, ≥98%(ee)

Names and Identifiers

• 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
• 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
• InChIKey: BDQOCXQVIFQJRK-UHFFFAOYSA-N
• 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)
• Isomeric 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
• Molecular Weight: 865.1
• Reaxy-Rn: 11724590
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=11724590&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Organic phosphoric acids and derivatives
      • Subclass Phosphate esters
        • Level5 Aryl phosphates
          • Level6 Aryl phosphodiesters

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Organic phosphoric acids and derivatives
• Subclass: Phosphate esters
• Intermediate Tree Nodes: Aryl phosphates
• Direct Parent: Aryl phosphodiesters
• Alternative Parents: Naphthalenes Benzene and substituted derivatives Oxacyclic compounds Organic metalloid salts Organosilicon compounds Organooxygen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Aryl phosphodiester - Naphthalene - Benzenoid - Monocyclic benzene moiety - Oxacycle - Organic metalloid salt - Organoheterocyclic compound - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organosilicon compound - Organooxygen compound - Organic metalloid moeity - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as aryl phosphodiesters. These are aryl phosphates in which the phosphate is esterified at exactly two positions.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: Moisture sensitive
• Melt Point(°C): 329-335°C
• Molecular Weight: 865.100 g/mol
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 864.228 Da
• Monoisotopic Mass: 864.228 Da
• Topological Polar Surface Area: 55.800 Ų
• Heavy Atom Count: 63
• Formal Charge: 0
• Complexity: 1320.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

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