trans-2-<-2'-cyclopentyl>ethyl p-nitrophenyl thioether

Base Information

• Chemical Name: trans-2-<-2'-cyclopentyl>ethyl p-nitrophenyl thioether
• CAS No.: 121374-50-3
• Molecular Formula: C₂₁H₂₄N₂O₄S
• Molecular Weight: 400.499
• Mol file: 121374-50-3.mol

Synonyms:

Chemical Property of trans-2-<-2'-cyclopentyl>ethyl p-nitrophenyl thioether

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trans-2-<-2'-cyclopentyl>ethyl p-nitrophenyl thioether

There total 8 articles about trans-2-<-2'-cyclopentyl>ethyl p-nitrophenyl thioether 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: 75.0%

trans-2-<2'-cyclopentyl>ethyl tosylate (121374-52-5) + para-nitrobenzenethiol (1849-36-1) → trans-2-<-2'-cyclopentyl>ethyl p-nitrophenyl thioether (121374-50-3,121374-53-6)

Guidance literature:

With sodium methylate; In methanol; at 60 ℃; for 16h;

DOI:10.1021/jo00275a034

Reference yield: 66.0%

benzyl chloroformate (501-53-1,94274-21-2) + cis-2-(2'-aminocyclopentyl)ethyl p-nitrophenyl thioether (121374-47-8,121375-00-6) → cis-2-<2'-cyclopentyl>ethyl p-nitrophenyl thioether (121374-50-3,121374-53-6)

Guidance literature:

With sodium hydroxide; In diethyl ether; for 18h; Ambient temperature;

DOI:10.1021/jo00275a034

Reference yield:

trans-2-(2'-hydroxyethyl)cyclopentylamine (109842-93-5,117987-10-7) → trans-2-<-2'-cyclopentyl>ethyl p-nitrophenyl thioether (121374-50-3,121374-53-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 69 percent / 1 M NaOH / diethyl ether / 16 h / Ambient temperature

2: 80 percent / pyridine / 16 h / 4 °C

3: 75 percent / sodium methoxide / methanol / 16 h / 60 °C

With pyridine; sodium hydroxide; sodium methylate; In methanol; diethyl ether;

DOI:10.1021/jo00275a034

upstream raw materials:

benzyl chloroformate

cis-2-(2'-aminocyclopentyl)ethyl p-nitrophenyl thioether

trans-2-(2'-hydroxycyclopentyl)ethyl p-nitrophenyl thioether

2-{(1R,2R)-2-[2-(4-Nitro-phenylsulfanyl)-ethyl]-cyclopentyl}-isoindole-1,3-dione