cis-3,3'-dichloro-α,α'-epoxy bibenzyl

Base Information

• Chemical Name: cis-3,3'-dichloro-α,α'-epoxy bibenzyl
• CAS No.: 65957-00-8
• Molecular Formula: C₁₄H₁₀Cl₂O
• Molecular Weight: 265.139
• Mol file: 65957-00-8.mol

Synonyms:cis-3,3'-dichloro-α,α'-epoxy bibenzyl

Chemical Property of cis-3,3'-dichloro-α,α'-epoxy bibenzyl

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cis-3,3'-dichloro-α,α'-epoxy bibenzyl

There total 2 articles about cis-3,3'-dichloro-α,α'-epoxy bibenzyl 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:

m-Chlorobenzaldehyde (587-04-2) → cis-3,3'-dichloro-α,α'-epoxy bibenzyl (65957-00-8)

Guidance literature:

With hexaethylphosphoric triamide; In hexane; benzene; at 20 ℃; for 24h;

DOI:10.1021/ja0466210

Reference yield:

(Z)-1,2-bis(3-chlorophenyl)ethene (20101-53-5) → cis-3,3'-dichloro-α,α'-epoxy bibenzyl (65957-00-8)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 15h;

DOI:10.1016/j.tetasy.2007.04.030

Reference yield: 99.0%

3,5-dimethyl-4-nitro-1H-pyrazole (14531-55-6) + cis-3,3'-dichloro-α,α'-epoxy bibenzyl (65957-00-8) → (1R,2R)-1,2-bis(3-chlorophenyl)-2-(3,5-dimethyl-4-nitro-1H-pyrazol-1-yl)ethanol (1379689-34-5)

Guidance literature:

3,5-dimethyl-4-nitro-1H-pyrazole; With C₃₅H₄₈N₄O₄; scandium tris(trifluoromethanesulfonate); In dichloromethane; at 35 ℃; for 0.0833333h; Molecular sieve; Inert atmosphere;

cis-3,3'-dichloro-α,α'-epoxy bibenzyl; In dichloromethane; at 35 ℃; for 48h; optical yield given as %ee; enantioselective reaction; Inert atmosphere; Molecular sieve;

DOI:10.1002/chem.201103792

upstream raw materials:

m-Chlorobenzaldehyde

(Z)-1,2-bis(3-chlorophenyl)ethene

Downstream raw materials:

(1S,2S)-2-chloro-1,2-bis(3-chlorophenyl)ethanol

(1R,2R)-1,2-bis(3-chlorophenyl)-2-(3,5-dimethyl-4-nitro-1H-pyrazol-1-yl)ethanol

Refernces

• 1、 Chen, Yi-Jing,Chen, Chinpiao. "Enantioselective ring-opening reaction of meso-epoxides with ArSH catalyzed by a C2-symmetric chiral bipyridyldiol-titanium complex". . p. 1313 - 1319. Retrieved 2008/02/09.