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(+)-1,2-BIS((2S,5S)-2,5-DIPHENYLPHOSPHOLANO)ETHANE, also known as a chiral reagent, is a complex organic compound with a unique structure that features two chiral centers. It is characterized by its ability to selectively bind to certain molecules, making it a valuable tool in synthetic chemistry.

824395-67-7

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824395-67-7 Usage

Uses

Used in Synthetic Chemistry:
(+)-1,2-BIS((2S,5S)-2,5-DIPHENYLPHOSPHOLANO)ETHANE is used as a catalyst and enantioselective reagent for its ability to selectively bind to specific molecules, facilitating various chemical reactions and syntheses.
Used in Asymmetric Hydrogenation:
In the field of asymmetric hydrogenation, (+)-1,2-BIS((2S,5S)-2,5-DIPHENYLPHOSPHOLANO)ETHANE serves as a chiral phosphine ligand, playing a crucial role in the hydrogenation of allylic sulfoxides. Its unique structure allows for the selective reduction of these compounds, leading to the formation of desired enantiomers with high selectivity.
Used in Pharmaceutical Industry:
(+)-1,2-BIS((2S,5S)-2,5-DIPHENYLPHOSPHOLANO)ETHANE is used as a DuPhos and BPE ligand, which are highly efficient privileged ligands in the synthesis of pharmaceutical compounds. These ligands enhance the selectivity and efficiency of various chemical reactions, contributing to the development of new drugs and therapeutic agents.

Reaction

Phenyl-BPE exhibits enhanced activity and selectivity over existing members of the BPE ligand family in rhodium catalysed asymmetric hydrogenation. This ligand is highly efficient for the hydrogenation of N-acyl aryl-enamides. Molar substrate/catalyst ratios of up to 100,000/1 are achieved with excellent reactivity and enantioselectivity using commercial grade substrates and solvents. Ligand in the rhodium-catalyzed asymmetric hydroformylation of olefins. Ligand for asymmetric addition of allyl cyanide to ketones. Ligand for catalytic enantio- and diastereoselective aldol reaction of thioamides.

Check Digit Verification of cas no

The CAS Registry Mumber 824395-67-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,2,4,3,9 and 5 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 824395-67:
(8*8)+(7*2)+(6*4)+(5*3)+(4*9)+(3*5)+(2*6)+(1*7)=187
187 % 10 = 7
So 824395-67-7 is a valid CAS Registry Number.

824395-67-7 Well-known Company Product Price

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  • Alfa Aesar

  • (H60766)  1,2-Bis[(2S,5S)-2,5-diphenyl-1-phospholanyl]ethane, 97+%   

  • 824395-67-7

  • 250mg

  • 1393.0CNY

  • Detail
  • Alfa Aesar

  • (H60766)  1,2-Bis[(2S,5S)-2,5-diphenyl-1-phospholanyl]ethane, 97+%   

  • 824395-67-7

  • 1g

  • 5001.0CNY

  • Detail
  • Aldrich

  • (667854)  (+)-1,2-Bis((2S,5S)-2,5-diphenylphospholano)ethane  kanata purity

  • 824395-67-7

  • 667854-100MG

  • 1,155.96CNY

  • Detail
  • Aldrich

  • (667854)  (+)-1,2-Bis((2S,5S)-2,5-diphenylphospholano)ethane  kanata purity

  • 824395-67-7

  • 667854-500MG

  • 4,649.58CNY

  • Detail

824395-67-7SDS

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 (+)-1,2-BIS((2S,5S)-2,5-DIPHENYLPHOSPHOLANO)ETHANE

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:824395-67-7 SDS

824395-67-7Relevant articles and documents

Preparation method of chiral 1,2-bis (2,5-diphenylphosphine) ethane (by machine translation)

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Paragraph 0021; 0023; 0024; 0026, (2020/03/23)

The method comprises, heating to reflux reaction 1,2 - to obtain a mixture of chiral (2,5 -bis) diphenyl phosphine oxide. ethane: adding trichlorosilane and triethylamine 1,2 - to reflux reaction 2,5 - to obtain a chiral,bis- diphenylphosphane 1,2 - ethan

Enantioselective CuH-Catalyzed Hydroallylation of Vinylarenes

Wang, Yi-Ming,Buchwald, Stephen L.

supporting information, p. 5024 - 5027 (2016/05/19)

The enantioselective, intermolecular hydroallylation of vinylarenes employing allylic phosphate electrophiles has been achieved through a copper hydride catalyzed process. The protocol described herein can be applied to a diverse set of vinylarene substrates and allows for the installation of the parent allyl group as well as a range of 2-substituted allylic fragments.

Expanding the family of phospholane-based ligands: 1,2-bis(2,5-diphenylphospholano)ethane

Pilkington, Christopher J.,Zanotti-Gerosa, Antonio

, p. 1273 - 1275 (2007/10/03)

(Matrix presented) 1,2-Bis(2,5-diphenylphospholano)ethane (Ph-BPE) has been synthesized for the first time through employment of an undemanding synthetic pathway. The new ligand exhibits enhanced activity and selectivity over the existing members of the B

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