(2R,4S)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-[(p-toluenesulfonyloxy)methyl]-1,3-dioxalane

Base Information

• Chemical Name: (2R,4S)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-[(p-toluenesulfonyloxy)methyl]-1,3-dioxalane
• CAS No.: 143327-63-3
• Molecular Formula: C₂₃H₂₅ClN₂O₅S
• Molecular Weight: 476.981
• Mol file: 143327-63-3.mol

Synonyms:(2R,4S)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-[(p-toluenesulfonyloxy)methyl]-1,3-dioxalane

Chemical Property of (2R,4S)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-[(p-toluenesulfonyloxy)methyl]-1,3-dioxalane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4S)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-[(p-toluenesulfonyloxy)methyl]-1,3-dioxalane

There total 3 articles about (2R,4S)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-[(p-toluenesulfonyloxy)methyl]-1,3-dioxalane 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:

4-(4-chlorophenyl)-1-(1H-imidazol-1-yl)-2-butanone (82362-50-3) + (S)-1-O-tosyl-2,3-O-isopropylideneglycerol (23735-43-5,7305-59-1) → (2R,4S)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-[(p-toluenesulfonyloxy)methyl]-1,3-dioxalane (143327-63-3)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; butan-1-ol; for 8h; Heating / reflux;

Reference yield:

4-(4-chlorophenyl)-1-(1H-imidazol-1-yl)-2-butanone (82362-50-3) + (S)-1-O-tosyl-2,3-O-isopropylideneglycerol (23735-43-5,7305-59-1) → (2S,4S)-cis-2-(2-(4-chlorophenyl)ethyl)-2-(imidazol-1-yl)methyl-4-(p-toluene-sulfonyloxy)methyl-1,3-dioxolane (143327-62-2) + (2R,4S)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-[(p-toluenesulfonyloxy)methyl]-1,3-dioxalane (143327-63-3)

Guidance literature:

With toluene-4-sulfonic acid; butan-1-ol;

DOI:10.1021/jm00067a022

Reference yield:

1-[2-hydroxy-4-(4-chlorophenyl)-n-butyl]imidazole (67085-11-4) → (2R,4S)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-[(p-toluenesulfonyloxy)methyl]-1,3-dioxalane (143327-63-3)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl dichloride; dimethyl sulfoxide; triethylamine

2: toluene-4-sulfonic acid / toluene; butan-1-ol / 8 h / Heating / reflux

With oxalyl dichloride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; In toluene; butan-1-ol; 1: Swern Oxidation;

upstream raw materials:

4-(4-chlorophenyl)-1-(1H-imidazol-1-yl)-2-butanone

(S)-1-O-tosyl-2,3-O-isopropylideneglycerol

1-[2-hydroxy-4-(4-chlorophenyl)-n-butyl]imidazole

Downstream raw materials:

(2R,4R)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)-methyl]-4-methyl-1,3-dioxalane

(2R,4R)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-[(1H-imidazol-1-yl)methyl]-1,3-dioxolane

(2R,4S)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-[(phenylsulfanyl)methyl]-1,3-dioxolane

(2R,4S)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-[(methylthio)methyl]-1,3-dioxolane