(3R)-3-phenylpyrrolidine

Base Information

• Chemical Name: (3R)-3-phenylpyrrolidine
• CAS No.: 61586-46-7
• Molecular Formula: C10H13N
• Molecular Weight: 147.22
• Hs Code.: 2933998090
• UNII: U54D6J3GF3
• DSSTox Substance ID: DTXSID10362565
• Nikkaji Number: J418.668K
• Wikidata: Q76139515
• Mol file: 61586-46-7.mol

Synonyms:(3R)-3-phenylpyrrolidine;61586-46-7;(r)-3-phenylpyrrolidine;Pyrrolidine, 3-phenyl-, (R)-;3-Phenylpyrrolidine, (R)-;U54D6J3GF3;MFCD19216485;(R)-3-phenyl-pyrrolidine;UNII-U54D6J3GF3;SCHEMBL495695;DTXSID10362565;AS-52489;TS-01935;CS-0043304;P15250;EN300-2947749

Chemical Property of (3R)-3-phenylpyrrolidine

Chemical Property:

• Boiling Point: 243.4±19.0 °C(Predicted)
• PKA: 10.10±0.10(Predicted)
• PSA: 12.03000
• Density: 0.988±0.06 g/cm3(Predicted)
• LogP: 2.09230
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.7
• 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:

95-99% ^*data from raw suppliers

(3R)-3-Phenylpyrrolidine 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCC1C2=CC=CC=C2
• Isomeric SMILES: C1CNC[C@H]1C2=CC=CC=C2

Technology Process of (3R)-3-phenylpyrrolidine

There total 19 articles about (3R)-3-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: 98.0%

(4R)-4-phenyl-2-pyrrolidone (71657-88-0) → (-)-(R)-3-Phenylpyrrolidine (61586-46-7)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 2h; Heating;

DOI:10.1055/s-1991-26638

Reference yield: 95.0%

(S)-4-nitro-3-phenylbutanal (1001058-61-2) → (-)-(R)-3-Phenylpyrrolidine (61586-46-7)

Guidance literature:

With palladium dihydroxide; hydrogen; In methanol; for 49h; under 3750.38 Torr;

DOI:10.1002/anie.200800847

Reference yield: 91.0%

C17H19NO3S (1448354-53-7) → (-)-(R)-3-Phenylpyrrolidine (61586-46-7)

Guidance literature:

With hydrogen bromide; phenol; at 120 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ja406169s

upstream raw materials:

(2S,3R)-1-(tert-butoxycarbonyl)-3-phenylpyrrolidine-2-carboxylic acid

(4R)-4-phenyl-2-pyrrolidone

tert-butyl (R)-3-phenylpyrrolidine-1-carboxylate

nitrostyrene

Downstream raw materials:

(R)-N-benzoyl-3-phenylpyrrolidine

(+)-(R)-3-phenyl-N-(p-toluenesulfonyl)pyrrolidine

(2S,4R)-tert-butyl-4-phenyl-2-((R)-3-phenylpyrrolidine-1-carbonyl)pyrrolidine-1-carboxylate

1-methyl-3R-phenyl-pyrrolidine

Refernces

• 1、 So, Chau Ming,Kume, Satoshi,Hayashi, Tamio. "Rhodium-catalyzed asymmetric hydroarylation of 3-pyrrolines giving 3-arylpyrrolidines: Protonation as a key step". supporting information. p. 10990 - 10993. Retrieved 2013/08/23.
• 2、 -. "Process for the preparation of enantiomerically enriched cyclic beta-aryl or heteroaryl carbocyclic acids". Page/Page column 23. . Retrieved 2008/06/13.