(2R,6S)-2,6-Diphenylpiperidine

Base Information

• Chemical Name: (2R,6S)-2,6-Diphenylpiperidine
• CAS No.: 38047-66-4
• Molecular Formula: C17H19N
• Molecular Weight: 237.345
• DSSTox Substance ID: DTXSID00514990
• Nikkaji Number: J929.303E
• Wikidata: Q82375627
• Mol file: 38047-66-4.mol

Synonyms:(2R,6S)-2,6-Diphenylpiperidine;38047-66-4;cis-2,6-diphenylpiperidine;r-2,c-6-Diphenylpiperidine;SCHEMBL14065400;DTXSID00514990

Chemical Property of (2R,6S)-2,6-Diphenylpiperidine

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 237.151749610
• Heavy Atom Count: 18
• Complexity: 214

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2R,6S)-2,6-Diphenylpiperidine

There total 31 articles about (2R,6S)-2,6-Diphenylpiperidine 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%

2,6-diphenylpyridine (3558-69-8) → (2R,6S)-2,6-diphenylpiperidine (38047-66-4)

Guidance literature:

With 2,3,4,5,6-pentafluorostyrene; hydrogen; bis(pentafluorophenyl)borohydride; In toluene; at 100 ℃; for 20h; under 37503.8 Torr; Reagent/catalyst; stereoselective reaction; Glovebox; Autoclave;

DOI:10.1021/ja406761j

Reference yield: 75.0%

(2S,6R,1'R)-N-2'-hydroxy-1'-phenylethyl-2,6-diphenylpiperidine (205526-49-4) → (2R,6S)-2,6-diphenylpiperidine (38047-66-4)

Guidance literature:

With lead(IV) acetate; In acetic acid; at 60 ℃; for 14h;

DOI:10.3987/com-97-s32

Reference yield: 68.0%

2-phenylpiperidine (3466-80-6) + phenyllithium (591-51-5) → D,L-2.6-diphenylpiperidine (38047-66-4,38047-67-5,67787-56-8)

Guidance literature:

2-phenylpiperidine; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 0.166667h;

With 2,2,2-Trifluoroacetophenone; In diethyl ether; hexane; at -78 ℃; for 1h;

phenyllithium; In diethyl ether; hexane; at -78 - 20 ℃; stereoselective reaction;

DOI:10.1038/NCHEM.2871

upstream raw materials:

(2S,6R)-2,6-diphenyl-4-oxopiperidine

2,6-diphenylpyridine

1,5-diphenyl-1,5-pentanedione

(2S,6R,1'R)-N-2'-hydroxy-1'-phenylethyl-2,6-diphenylpiperidine

Downstream raw materials:

N-Nitroso-cis-2,6-diphenylpiperidine

meso-N-methyl-2.6-diphenylpiperidine

1-Chlor-cis-2,6-diphenylpiperidin

cis-1,2-diphenylcylopentane