(R)-2-Phenylpyrrolidine

Base Information

• Chemical Name: (R)-2-Phenylpyrrolidine
• CAS No.: 56523-47-8
• Molecular Formula: C10H13N
• Molecular Weight: 147.22
• DSSTox Substance ID: DTXSID40364077
• Nikkaji Number: J574.146G
• Mol file: 56523-47-8.mol

Synonyms:(R)-2-PHENYLPYRROLIDINE;56523-47-8;(2R)-2-phenylpyrrolidine;Pyrrolidine, 2-phenyl-, (R)-;2beta-Phenylpyrrolidine;(+)-2(R)-phenylpyrrolidine;SCHEMBL167264;DTXSID40364077;MFCD06762513;AKOS006292365;AKOS015933308;CS-W006442;DS-2920;EN300-2982425;J-502192;Q27456967;96B

Chemical Property of (R)-2-Phenylpyrrolidine

Chemical Property:

• Vapor Pressure: 0.0459mmHg at 25°C
• Refractive Index: 1.533
• Boiling Point: 237 °C at 760 mmHg
• PKA: 10.13±0.10(Predicted)
• Flash Point: 98.3 °C
• PSA: 12.03000
• Density: 0.988 g/cm³
• LogP: 2.43990
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 147.104799419
• Heavy Atom Count: 11
• Complexity: 116

Purity/Quality:

99% ^*data from raw suppliers

(R)-2-Phenylpyrrolidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(NC1)C2=CC=CC=C2
• Isomeric SMILES: C1C[C@@H](NC1)C2=CC=CC=C2
• Description: (R)-2-Phenylpyrrolidine is a boronic ester that can be administered orally. It has been shown to have nootropic and memory-enhancing activities in rats, but it does not have any known effects on kinase activities, amines, factor receptors, or synthetic activity.
• Uses: (R)-2-Phenylpyrrolidine has also been shown to have prognostic value in cancer patients and can inhibit the growth of human cancer cells. This drug has been shown to bind to tropomyosin and growth factors with high affinity.

Technology Process of (R)-2-Phenylpyrrolidine

There total 75 articles about (R)-2-Phenylpyrrolidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

(-)-(S)-2-Phenylpyrrolidine hydrochloride (56523-58-1) → (S)-2-phenylpyrrolidine (1006-64-0,56523-47-8,56586-11-9,59347-91-0)

Guidance literature:

With sodium hydrogencarbonate; In diethyl ether; at 20 ℃; for 0.166667h; optical yield given as %ee;

DOI:10.1039/b925209f

Reference yield: 99.0%

(S)-1-((S)-2-methyl-propane-2-sulfinyl)-2-phenyl-pyrrolidine (1207729-66-5) → (S)-2-phenylpyrrolidine (1006-64-0,56523-47-8,56586-11-9,59347-91-0)

Guidance literature:

(S)-1-((S)-2-methyl-propane-2-sulfinyl)-2-phenyl-pyrrolidine; With hydrogenchloride; In 1,4-dioxane; methanol; at 20 ℃; for 0.5h; Inert atmosphere;

With sodium hydroxide; In water; pH=13;

DOI:10.1039/b917435d

Reference yield: 99.0%

(R)-2-phenylpyrrolidine hydrochloride (56523-58-1) → (R)-2-phenylpyrrolidine (56523-47-8)

Guidance literature:

With sodium hydrogencarbonate; In diethyl ether; at 20 ℃; for 0.166667h; optical yield given as %ee;

DOI:10.1039/b925209f

upstream raw materials:

2-phenyl-1-pyrroline

(2R,5S,8R)-2,8-diphenyl-1-aza-4-oxabicyclo<3.3.0>octane

(R)-N-trityl 2-phenylpyrrolidine

(R)-1-((S)-2-methyl-propane-2-sulfinyl)-2-phenyl-pyrrolidine

Downstream raw materials:

(S)-(-)-1-methyl-2-phenylpyrrolidine

C₂₇H₃₅N

C₁₀H₁₁N

(R)-1-((R)-2-methyl-propane-2-sulfinyl)-2-phenyl-pyrrolidine

Refernces

• 1、 W?glarz, Izabela,Michalak, Karol,Mlynarski, Jacek. "Zinc-Catalyzed Asymmetric Hydrosilylation of Cyclic Imines: Synthesis of Chiral 2-Aryl-Substituted Pyrrolidines as Pharmaceutical Building Blocks". supporting information. p. 1317 - 1321. Retrieved 2020/12/09.
• 2、 Chang, Mingxin,Guo, Haodong,Huang, Haizhou,Zhang, Tao,Zhao, Wenlei,Zhou, Huan. "Enantioselective Synthesis of 2-Substituted Pyrrolidines via Intramolecular Reductive Amination". . p. 2713 - 2719. Retrieved 2019/06/19.