155155-73-0

Basic information

• Product Name: (2R,5R)-2,5-DIPHENYLPYRROLIDINE
• Synonyms: (2R,5R)-Diphenylpyrrolidine;(R,R)-2,5-Diphenylpyrrolidine;(R,R)-trans-2,5-Diphenylpyrrolidine;Pyrrolidine,2,5-diphenyl-, (2R,5R)-;(2R,5R)-2,5-Diphenylpyrrolidine,99%e.e.
• CAS NO: 155155-73-0
• Molecular Formula: C₁₆H₁₇N
• Molecular Weight: 223.31
• EINECS: 200-838-9
• Product Categories: Asymmetric Synthesis;Synthetic Organic Chemistry;Proline-Based OrganocatalystsChiral Building Blocks;Asymmetric Synthesis;Chiral Catalysts, Ligands, and Reagents;Heterocyclic Building Blocks;Pyrrolidines
• Mol File: 155155-73-0.mol
• Article Data: 8

Chemical Properties

• Melting Point: 50 °C
• Boiling Point: 356.13°C at 760 mmHg
• Flash Point: 110 °C
• Appearance: /
• Density: 1.048g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 109 ° (C=1, CHCl3)
• Storage Temp.: 2-8°C(protect from light)
• Solubility: soluble in Chloroform
• PKA: 9.76±0.10(Predicted)
• CAS DataBase Reference: (2R,5R)-2,5-DIPHENYLPYRROLIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,5R)-2,5-DIPHENYLPYRROLIDINE(155155-73-0)
• EPA Substance Registry System: (2R,5R)-2,5-DIPHENYLPYRROLIDINE(155155-73-0)

Safety Data

• Hazard Codes: Xn,N
• Statements: 40-50/53
• Safety Statements: 23-24/25-36/37-60-61
• RIDADR: UN 3077 9/PG 3
• HazardClass: 9
• PackingGroup: III
• Hazardous Substances Data: 155155-73-0(Hazardous Substances Data)

Usage

General Description

"(2R,5R)-2,5-Diph- enylpyrrolidine" is a chemical compound belonging to the pyrrolidine group, which is a class of organic compounds. Its natural stereoisomer (2R,5R) specifies the spatial arrangement of the molecule. This chemical is considered to be a secondary amine as it contains one nitrogen atom bonded to two carbon atoms. It has the molecular formula C17H19N. The structure contains a pyrrolidine ring, which is a five-membered ring with a nitrogen atom, and two phenyl rings attached to it. (2R,5R)-2,5-DIPHENYLPYRROLIDINE has been studied for several potential applications, such as in the development of pharmaceuticals due to its potential physicochemical and biological properties. It is generally used as a chemical intermediate or building block in organic synthesis.

InChI:InChI=1/C16H17N/c1-3-7-13(8-4-1)15-11-12-16(17-15)14-9-5-2-6-10-14/h1-10,15-17H,11-12H2/t15-,16-/m1/s1

Upstream product

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• 107-11-9 1-amino-2-propene 
• 154777-23-8 (2R,5R,1'R)-N-2'-hydroxy-1'-phenylethyl-2,5-bisphenylpyrrolidine 

Downstream Products

• 623157-94-8 (R,R)-2,5-diphenyl-1-acryloylpyrrolidine 

Relevant articles and documents

(R,R)-2,5-Diphenylpyrrolidine: Diastereoselective radical addition to the derived methacrylamide

Radical addition of thiophenol to the methacrylamide 1 proceeds with high diastereoselectivity, to give 2 and 3 in a ratio of 25:1.

A general, enantioselective synthesis of 2-substituted thiomorpholines and thiomorpholine 1,1-dioxides

In the course of our drug discovery programs, we had need to access chiral, 2-substituted thiomorpholines and their oxidized congeners, thiomorpholine 1,1-dioxides. Here, we disclose a high-yielding, general protocol for the enantioselective synthesis of

A general, enantioselective synthesis of N-alkyl terminal aziridines and C2-functionalized azetidines via organocatalysis

A short, high-yielding protocol involving the enantioselective α-chlorination of aldehydes has been developed for the enantioselective synthesis of C2-functionalized aziridines and N-alkyl terminal azetidines from a common intermediate. This methodology allows for the rapid preparation of functionalized aziridines in 50-73% overall yields and 88-94% ee, and azetidines in 22-32% overall yields and 84-92% ee. Moreover, we developed a scalable and cost-effective route to the key organocatalyst (54% overall yield, >95% dr).