(S)-(1-Benzylpyrrolidin-2-yl)diphenylmethanol

Base Information

• Chemical Name: (S)-(1-Benzylpyrrolidin-2-yl)diphenylmethanol
• CAS No.: 118970-95-9
• Molecular Formula: C24H25 N O
• Molecular Weight: 343.469
• DSSTox Substance ID: DTXSID60361407
• Nikkaji Number: J1.055.983I
• Wikidata: Q82143739
• ChEMBL ID: CHEMBL4908363
• Mol file: 118970-95-9.mol

Synonyms:(S)-(1-Benzylpyrrolidin-2-yl)diphenylmethanol;118970-95-9;[(2S)-1-benzylpyrrolidin-2-yl]-diphenylmethanol;(R)-3-hydroxy-13-(phosphonooxy)-propanoic acid trisodium salt hydrate;CHEMBL4908363;SCHEMBL20128479;DTXSID60361407;(2S)-alpha,alpha-Diphenyl-1-(phenylmethyl)-2-pyrrolidinemethanol;MFCD18785744;AKOS016010916;DS-2829;CS-0156293;C71614;Diphenyl(1-benzylpyrrolidine-2alpha-yl)methanol;[(2S)-1-benzylpyrrolidin-2-yl]diphenylmethanol;A892779

Chemical Property of (S)-(1-Benzylpyrrolidin-2-yl)diphenylmethanol

Chemical Property:

• Melting Point: 115-116 °C
• Boiling Point: 494.5±30.0 °C(Predicted)
• PKA: 13.15±0.29(Predicted)
• PSA: 23.47000
• Density: 1.153±0.06 g/cm3(Predicted)
• LogP: 4.52500
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 343.193614421
• Heavy Atom Count: 26
• Complexity: 400

Purity/Quality:

98%min ^*data from raw suppliers

(S)-(1-Benzylpyrrolidin-2-yl)diphenylmethanol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(N(C1)CC2=CC=CC=C2)C(C3=CC=CC=C3)(C4=CC=CC=C4)O
• Isomeric SMILES: C1C[C@H](N(C1)CC2=CC=CC=C2)C(C3=CC=CC=C3)(C4=CC=CC=C4)O

Technology Process of (S)-(1-Benzylpyrrolidin-2-yl)diphenylmethanol

There total 17 articles about (S)-(1-Benzylpyrrolidin-2-yl)diphenylmethanol 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: 97.0%

bromobenzene (108-86-1,52753-63-6) + (S)-methyl 1-benzylpyrrolidine-2-carboxylate hydrochloride → (S)-1-benzyl-2-(hydroxydiphenylmethyl)pyrrolidine (118970-95-9)

Guidance literature:

With magnesium; In tetrahydrofuran; at 25 ℃; for 12h;

DOI:10.1016/j.tet.2008.07.080

Reference yield: 97.0%

(S)-diphenylprolinol (22348-32-9,63401-04-7,112022-88-5,112068-01-6) + benzyl bromide (100-39-0) → (S)-1-benzyl-2-(hydroxydiphenylmethyl)pyrrolidine (118970-95-9)

Guidance literature:

With potassium carbonate; In ethanol; Heating;

Reference yield: 96.0%

N-benzyl-(S)-proline methyl ester (113304-84-0,127986-89-4) + phenylmagnesium bromide (100-58-3) → (S)-1-benzyl-2-(hydroxydiphenylmethyl)pyrrolidine (118970-95-9)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1016/j.tet.2012.12.024

upstream raw materials:

(S)-diphenylprolinol

benzyl bromide

N-benzyl-L-proline ethyl ester

phenylmagnesium bromide

Downstream raw materials:

((S)-1-benzylpyrrolidin-2-yl)diphenylazidomethane

1-[(2S)-1-benzylpyrrolidin-2-yl]-1,1-diphenylmethanamine

(S)-(pyrrolidin-2-yl)diphenylmethanamine

(S)-2-(anilinodiphenylmethyl)pyrrolidine

Refernces

• 1、 Sunnapu, Ranganayakulu,Banoth, Saikumar Naik,Reyno,Thomas, Aleena,Venugopal, Navyasree,Rajendar, Goreti. "Stereoselective Total Synthesis of (-)-(2 S,4 R)-3′-Methoxyl Citreochlorol: Preparation and Use of New Proline-Based Auxiliary for Asymmetric Acetate Aldol Reaction". . p. 4103 - 4113. Retrieved 2020/03/05.
• 2、 Osorio-Nieto, Urbano,Chamorro-Arenas, Delfino,Quintero, Leticia,H?pfl, Herbert,Sartillo-Piscil, Fernando. "Transition Metal-Free Selective Double sp3 C-H Oxidation of Cyclic Amines to 3-Alkoxyamine Lactams". . p. 8625 - 8632. Retrieved 2016/09/28.