(-)-(S,S)-3,3'-(1,2-dimethylethylenedioxy)-2,2'-bipyridine

Base Information

• Chemical Name: (-)-(S,S)-3,3'-(1,2-dimethylethylenedioxy)-2,2'-bipyridine
• CAS No.: 175411-93-5
• Molecular Formula: C₁₄H₁₄N₂O₂
• Molecular Weight: 242.277
• Mol file: 175411-93-5.mol

Synonyms:

Chemical Property of (-)-(S,S)-3,3'-(1,2-dimethylethylenedioxy)-2,2'-bipyridine

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-(S,S)-3,3'-(1,2-dimethylethylenedioxy)-2,2'-bipyridine

There total 3 articles about (-)-(S,S)-3,3'-(1,2-dimethylethylenedioxy)-2,2'-bipyridine 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: 55.0%

3,3'-(2S,3S)-butane-2,3-diylbis(oxy)bis(2-iodopyridine) → (-)-(S,S)-3,3'-(1,2-dimethylethylenedioxy)-2,2'-bipyridine (175411-93-5)

Guidance literature:

With copper; In N,N-dimethyl-formamide; at 160 ℃; for 10h;

DOI:10.1002/anie.201504483

Reference yield:

(+)-3,3'-(1,2-dimethylethylenedioxy)bis(2-bromopyridine) → (-)-(S,S)-3,3'-(1,2-dimethylethylenedioxy)-2,2'-bipyridine (175411-93-5)

Guidance literature:

With triphenylphosphine; nickel dichloride; zinc; Yield given. Multistep reaction; 1.) DMF, 50 deg C, 1 h, 2.) DMF, 50 deg C, 24 h;

DOI:10.1039/DT9960001021

Reference yield:

2-bromo-pyridin-3-ol (6602-32-0) → (-)-(S,S)-3,3'-(1,2-dimethylethylenedioxy)-2,2'-bipyridine (175411-93-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / NaOH

2: 1.) NiCl₂*6H₂O, Ph₃P, Zn / 1.) DMF, 50 deg C, 1 h, 2.) DMF, 50 deg C, 24 h

With sodium hydroxide; triphenylphosphine; nickel dichloride; zinc;

DOI:10.1039/DT9960001021

upstream raw materials:

2-bromo-pyridin-3-ol