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(+)-(3R,4R)-BIS(DIPHENYLPHOSPHINO)-1-BENZYLPYRROLIDINE, also known as (R,R)-Feringa's ligand, is a chiral compound that serves as a crucial ligand in asymmetric catalysis. It features a pyrrolidine ring with a benzyl group attached to the nitrogen atom and two diphenylphosphino groups at the 3R and 4R carbon atoms. (+)-(3R,4R)-BIS(DIPHENYLPHOSPHINO)-1-BENZYLPYRROLIDINE is renowned for its selectivity in catalyzing a range of organic reactions, especially in the synthesis of carbon-carbon and carbon-heteroatom bonds. The chiral nature of (R,R)-Feringa's ligand enables the production of enantiomerically pure products, which is highly valuable in asymmetric synthesis, making it an essential and versatile chemical in organic chemistry.

99135-95-2

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99135-95-2 Usage

Uses

Used in Pharmaceutical Industry:
(+)-(3R,4R)-BIS(DIPHENYLPHOSPHINO)-1-BENZYLPYRROLIDINE is used as a chiral ligand in the synthesis of pharmaceutical compounds for the production of enantiomerically pure drugs. Its ability to selectively catalyze reactions ensures that the desired enantiomer is obtained, which is crucial for the efficacy and safety of many medications, as different enantiomers can have different biological activities.
Used in Chemical Research:
In the field of chemical research, (+)-(3R,4R)-BIS(DIPHENYLPHOSPHINO)-1-BENZYLPYRROLIDINE is utilized as a ligand for studying asymmetric catalysis and the development of new catalytic systems. Its unique properties allow researchers to explore novel reaction pathways and mechanisms, contributing to the advancement of organic chemistry.
Used in Fine Chemicals Industry:
(+)-(3R,4R)-BIS(DIPHENYLPHOSPHINO)-1-BENZYLPYRROLIDINE is employed as a catalyst in the production of fine chemicals, which are high-purity chemicals used in various applications such as fragrances, flavors, and agrochemicals. Its chiral selectivity ensures the synthesis of specific enantiomers, which are often required for the desired properties and effects of these chemicals.
Used in Material Science:
In material science, (+)-(3R,4R)-BIS(DIPHENYLPHOSPHINO)-1-BENZYLPYRROLIDINE is used as a ligand in the synthesis of chiral materials with specific properties, such as optical activity or selectivity in binding interactions. These materials have potential applications in areas like sensors, catalysts, and chiral separation techniques.

Check Digit Verification of cas no

The CAS Registry Mumber 99135-95-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,9,1,3 and 5 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 99135-95:
(7*9)+(6*9)+(5*1)+(4*3)+(3*5)+(2*9)+(1*5)=172
172 % 10 = 2
So 99135-95-2 is a valid CAS Registry Number.

99135-95-2 Well-known Company Product Price

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  • Aldrich

  • (672653)  (3R,4R)-3,4-Bis(diphenylphosphino)-1-benzylpyrrolidine  98%

  • 99135-95-2

  • 672653-500MG

  • 5,325.84CNY

  • Detail
  • Aldrich

  • (779237)  (3R,4R)-3,4-Bis(diphenylphosphino)-1-benzylpyrrolidine  ≥97% (HPLC)

  • 99135-95-2

  • 779237-100MG

  • 1,689.48CNY

  • Detail
  • Aldrich

  • (779237)  (3R,4R)-3,4-Bis(diphenylphosphino)-1-benzylpyrrolidine  ≥97% (HPLC)

  • 99135-95-2

  • 779237-500MG

  • 6,769.62CNY

  • Detail

99135-95-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name [(3R,4R)-1-benzyl-4-diphenylphosphanylpyrrolidin-3-yl]-diphenylphosphane

1.2 Other means of identification

Product number -
Other names DegoPhos ligand

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:99135-95-2 SDS

99135-95-2Relevant academic research and scientific papers

Efficient asymmetric hydrogenation of (Z)-2-acetamidocinnamic acid catalyzed by the rhodium complex of modified n-Benzyl-(3R,4R)-3,4-bis(diphenylphosphino)pyrrolidine (degphos)

Inoguchi,Achiwa

, p. 818 - 820 (2007/10/02)

Modified Degphoses (R,R)-MOD-, XYL-Degphos) have been prepared and catalytic asymmetric hydrogenetion of (Z)-2-acetamidocinnamic acid was carried out with their rhodium(]) cationic complexes. The catalytic activities of the modified Degphoses were enhanced.

Enantioselective Catalysis, 4. Synthesis of N-Substituted (R,R)-3,4-Bis(diphenylphosphino)pyrrolidines. The Use of their Rhodium Complexes for the Asymmetric Hydrogenation of α-(Acylamino)acrylic Acid Derivatives

Nagel, Ulrich,Kinzel, Elke,Andrade, Juan,Prescher, Guenter

, p. 3326 - 3343 (2007/10/02)

A simple synthesis of (R,R)-3,4-bis(diphenylphosphino)pyrrolidine (6a) and some N-substituted derivatives 6b-m is described. 6l and 6m are optically active tetraphosphanes, composed of two (R,R)-3,4-bis(diphenylphosphino)pyrrolidine units and a dicarboxylic residue.The structure of the parent compound 6a was determined by X-ray diffraction.From the phosphanes 6a-m the cationic 1,5-cyclooctadiene-bisphosphane-rhodium complexes 7a-m were prepared.The complexes 7l and 7m are ligand bridged bis(rhodium) dications.The complexes 7a-m were used for the asymmetric catalytic hydrogenation of the α-(acylamino)acrylic acid derivatives 9a-l.Enantiomeric excesses up to 100percent were achieved.Between 1 and 70 at the optical yields do not depend on the hydrogen pressure.The substrate/catalyst ratio can be as high as 50000/1.

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