Benzenamine, 2-[[2-(2-aminophenoxy)cyclopentyl]oxy]-4-methyl-, trans-

Base Information

• Chemical Name: Benzenamine, 2-[[2-(2-aminophenoxy)cyclopentyl]oxy]-4-methyl-, trans-
• CAS No.: 114157-90-3
• Molecular Formula: C₁₈H₂₂N₂O₂
• Molecular Weight: 298.385
• Mol file: 114157-90-3.mol

Synonyms:

Chemical Property of Benzenamine, 2-[[2-(2-aminophenoxy)cyclopentyl]oxy]-4-methyl-, trans-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzenamine, 2-[[2-(2-aminophenoxy)cyclopentyl]oxy]-4-methyl-, trans-

There total 10 articles about Benzenamine, 2-[[2-(2-aminophenoxy)cyclopentyl]oxy]-4-methyl-, trans- 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:

cis-1-(5-methyl-2-nitrophenoxy)-2-(2-nitrophenoxy)cyclopentane (114157-83-4,114157-84-5) → cis-1-(2-amino-5-methylphenoxy)-2-(2-aminophenoxy)cyclopentane (114157-90-3,114157-91-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; ethyl acetate; for 2h; Ambient temperature;

DOI:10.1021/ja00218a034

Reference yield:

4-Methyl-1-nitro-2-[(1R,2R)-2-(2-nitro-phenoxy)-cyclopentyloxy]-benzene (114157-83-4,114157-84-5) → 2-[(1S,2S)-2-(2-Amino-phenoxy)-cyclopentyloxy]-4-methyl-phenylamine (114157-90-3,114157-91-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; ethyl acetate; for 2h; Ambient temperature;

DOI:10.1021/ja00218a034

Reference yield:

Cyclopentene oxide (285-67-6) → 2-[(1S,2S)-2-(2-Amino-phenoxy)-cyclopentyloxy]-4-methyl-phenylamine (114157-90-3,114157-91-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 72 percent / potassium 5-methyl-2-nitrophenoxide / dimethylformamide / 20 h / Heating

2: 63 percent / 57percent NaH / 1,2-dimethoxy-ethane / 1 h / Ambient temperature

3: H₂ / 5percent Pd/C / ethyl acetate; aq. ethanol / 2 h / Ambient temperature

With hydrogen; sodium hydride; potassium salt of 5-methyl-2-nitrophenol; palladium on activated charcoal; In 1,2-dimethoxyethane; ethanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/ja00218a034

upstream raw materials:

4-Methyl-1-nitro-2-[(1R,2R)-2-(2-nitro-phenoxy)-cyclopentyloxy]-benzene

Cyclopentene oxide

2-nitro-5-methylphenol

trans-2-(5-methyl-2-nitrophenoxy)cyclopentanol

Downstream raw materials:

[(2-{(1R,2S)-2-[2-(Bis-carboxymethyl-amino)-phenoxy]-cyclopentyloxy}-4-methyl-phenyl)-carboxymethyl-amino]-acetic acid

({2-{(1R,2S)-2-[2-(Bis-ethoxycarbonylmethyl-amino)-5-methyl-phenoxy]-cyclopentyloxy}-4-[methoxy-(6-nitro-benzo[1,3]dioxol-5-yl)-methyl]-phenyl}-ethoxycarbonylmethyl-amino)-acetic acid ethyl ester

({2-{(1R,2S)-2-[2-(Bis-methoxycarbonylmethyl-amino)-5-methyl-phenoxy]-cyclopentyloxy}-4-[hydroxy-(6-nitro-benzo[1,3]dioxol-5-yl)-methyl]-phenyl}-methoxycarbonylmethyl-amino)-acetic acid methyl ester

({2-{(1R,2S)-2-[2-(Bis-carboxymethyl-amino)-5-methyl-phenoxy]-cyclopentyloxy}-4-[methoxy-(6-nitro-benzo[1,3]dioxol-5-yl)-methyl]-phenyl}-carboxymethyl-amino)-acetic acid

Refernces