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(11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1PHENYLETHYL]AMINE, also known as (R)-SIPHOS-PE, is a chiral phosphine ligand with a unique diindeno skeleton and a 1,3,2-dioxaphosphocin framework. It exhibits high enantioselectivity and reactivity in various organic reactions, making it a valuable catalyst and ligand in asymmetric synthesis.

500997-69-3

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500997-69-3 Usage

Uses

Used in Pharmaceutical Industry:
(R)-SIPHOS-PE is used as a catalyst in the preparation of tricyclic alkaloid (+)-aphanorphine via asymmetric carboamination and Friedel-Crafts reaction. Its high enantioselectivity and reactivity enable the efficient synthesis of biologically active compounds with potential pharmaceutical applications.
Used in Chemical Synthesis:
(R)-SIPHOS-PE is used as a ligand in the synthesis of chiral ketones via hydroacylation of olefins using salicylaldehyde derivatives. Its unique structure and properties allow for the enantioselective formation of chiral ketones, which are important building blocks in the synthesis of various pharmaceuticals, agrochemicals, and natural products.
Used in Organic Chemistry Research:
(R)-SIPHOS-PE is used as a ligand in the enantioselective synthesis of substituted pyrrolidine derivatives via Pd-catalyzed alkene aminoarylation reactions. Its ability to promote enantioselective transformations makes it a valuable tool for the development of new synthetic methods and the preparation of enantioenriched compounds for biological evaluation and application.

Reaction

Chiral ligands for copper-catalyzed asymmetric allylic alkylation with dialkylzincs. Chiral ligands for copper-catalyzed asymmetric conjugate addition of diethylzinc to enones. Chiral ligands for palladium-catalyzed asymmetric hydrosilylation of styrenes Chiral ligands for copper-catalyzed asymmetric ring-opening of oxabicyclic alkenes with Grignard reagents. Chiral ligands for nickel-catalyzed asymmetric hydrovinylation of α-alkyl vinylarenes. Chiral ligands for iridium-catalyzed asymmetric hydrogenation of cyclic enamines. Chiral ligands for iridium-catalyzed asymmetric hydrogenation of cyclic imines. Chiral ligands for gold-catalyzed asymmetric [2 + 2] cycloaddition reaction. Chiral ligands for rhodium-catalyzed asymmetric hydroacylation of salicylaldehydes to homoallylic sulfides. Chiral ligands for palladium-catalyzed asymmetric carboamination reactions.

Check Digit Verification of cas no

The CAS Registry Mumber 500997-69-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 5,0,0,9,9 and 7 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 500997-69:
(8*5)+(7*0)+(6*0)+(5*9)+(4*9)+(3*7)+(2*6)+(1*9)=163
163 % 10 = 3
So 500997-69-3 is a valid CAS Registry Number.

500997-69-3 Well-known Company Product Price

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  • Aldrich

  • (700770)  (R)-SIPHOS-PE  97%

  • 500997-69-3

  • 700770-50MG

  • 869.31CNY

  • Detail
  • Aldrich

  • (700770)  (R)-SIPHOS-PE  97%

  • 500997-69-3

  • 700770-250MG

  • 3,495.96CNY

  • Detail

500997-69-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name (11aR)-(+)-10,11,12,13-Tetrahydrodiindeno[7,1-de:1′, 7′-fg][1,3,2]dioxaphosphocin-5-bis[(R)-1-phenylethyl]amine,N-Di[(R)-1-phenylethyl]-[(R)-1,1′-spirobiindane-7,7′-diyl]-phosphoramidite

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:500997-69-3 SDS

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