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(2S)-N-[(1S,2R)-2-hydroxy-1,2-diphenylethyl]-2-Pyrrolidinecarboxamide, commonly known as diphenylprolinol, is a synthetic chiral prolinol derivative with the molecular formula C19H21NO2. It possesses a unique structure that endows it with potential applications as a chiral resolving agent and a catalyst in asymmetric organic reactions. Its versatility in catalyzing various reactions, such as the asymmetric Michael addition, asymmetric Diels-Alder reaction, and asymmetric addition to imines, highlights its value in organic synthesis and medicinal chemistry research.

529486-25-7

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529486-25-7 Usage

Uses

Used in Asymmetric Organic Reactions:
Diphenylprolinol is utilized as a chiral catalyst for various asymmetric organic reactions, including the asymmetric Michael addition, asymmetric Diels-Alder reaction, and asymmetric addition to imines. Its ability to catalyze these reactions contributes to the synthesis of enantiomerically pure compounds, which are crucial in pharmaceutical development and other chemical industries.
Used in Chiral Resolving Agent:
Diphenylprolinol serves as a chiral resolving agent, playing a significant role in the separation and resolution of enantiomers. This application is vital in the production of single-enantiomer drugs, as the different enantiomers of a drug can have distinct biological activities and pharmacological effects.
Used in Organic Synthesis Research:
In the field of organic synthesis research, diphenylprolinol is employed as a valuable tool for studying and developing new synthetic methods and pathways. Its unique structure and catalytic properties facilitate the exploration of novel asymmetric reactions and the creation of complex molecular architectures.
Used in Medicinal Chemistry Research:
Diphenylprolinol is also used in medicinal chemistry research, where it aids in the design and synthesis of new pharmaceutical compounds with improved efficacy and selectivity. Its ability to catalyze asymmetric reactions ensures the production of biologically active enantiomers, which is essential for the development of effective drugs.

Check Digit Verification of cas no

The CAS Registry Mumber 529486-25-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 5,2,9,4,8 and 6 respectively; the second part has 2 digits, 2 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 529486-25:
(8*5)+(7*2)+(6*9)+(5*4)+(4*8)+(3*6)+(2*2)+(1*5)=187
187 % 10 = 7
So 529486-25-7 is a valid CAS Registry Number.

529486-25-7Downstream Products

529486-25-7Relevant academic research and scientific papers

Asymmetric conjugate addition of ketones to β-nitrostyrenes by means of 1,2-amino-alcohol-derived prolinamides as bifunctional catalysts

Almasi, Diana,Alonso, Diego A.,Gomez-Bengoa, Enrique,Nagel, Yvonne,Najera, Carmen

, p. 2328 - 2343 (2008/02/08)

Different L-prolinamides 21, prepared from L-proline and chiral β-amino alcohols are active bifunctional catalysts for the direct nitro-Michael addition of ketones to β-nitrostyrenes. In particular, catalyst 21e, prepared from L-proline and (1S,2R?)-cis-1

Novel small organic molecules for a highly enantioselective direct aldol reaction

Tang, Zhuo,Jiang, Fan,Yu, Luo-Ting,Cui, Xin,Gong, Liu-Zhu,Mi, Ai-Qiao,Jiang, Yao-Zhong,Wu, Yun-Dong

, p. 5262 - 5263 (2007/10/03)

Novel organic molecules containing an l-proline amide moiety and a terminal hydroxyl for catalyzing direct asymmetric aldol reactions of aldehydes in neat acetone are designed and prepared. Catalyst 3d, prepared from l-proline and (1S,2S)-diphenyl-2-amino

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