N-Cyanomethyl-2-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-benzo[b]thiophen-3-yl]-2-oxo-acetamide

Base Information

• Chemical Name: N-Cyanomethyl-2-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-benzo[b]thiophen-3-yl]-2-oxo-acetamide
• CAS No.: 188586-05-2
• Molecular Formula: C₂₂H₂₆N₂O₃S
• Molecular Weight: 398.526

Synonyms:N-Cyanomethyl-2-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-benzo[b]thiophen-3-yl]-2-oxo-acetamide

Chemical Property of N-Cyanomethyl-2-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-benzo[b]thiophen-3-yl]-2-oxo-acetamide

Chemical Property:

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Technology Process of N-Cyanomethyl-2-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-benzo[b]thiophen-3-yl]-2-oxo-acetamide

There total 3 articles about N-Cyanomethyl-2-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-benzo[b]thiophen-3-yl]-2-oxo-acetamide 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: 92.0%

oxalyl dichloride (79-37-8) + 2-aminoacetonitrile (540-61-4) + 2-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxy)-benzo[b]thiophene (192211-29-3) → N-Cyanomethyl-2-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-benzo[b]thiophen-3-yl]-2-oxo-acetamide (188586-05-2)

Guidance literature:

With triethylamine; In 1,2-dichloro-ethane; 1.) 3 h, 70 deg C, 2.) rt, 12 h;

DOI:10.1021/ja970200j

Reference yield:

2-iodobenzothiophene (36748-89-7) → N-Cyanomethyl-2-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-benzo[b]thiophen-3-yl]-2-oxo-acetamide (188586-05-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 27 percent / Na, Cu(I)I / various solvent(s) / 24 h / 110 °C

2: 92 percent / Et₃N / 1,2-dichloro-ethane / 1.) 3 h, 70 deg C, 2.) rt, 12 h

With copper(l) iodide; sodium; triethylamine; In 1,2-dichloro-ethane;

DOI:10.1021/ja970200j

Reference yield:

(-)-menthol (2216-51-5) → N-Cyanomethyl-2-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-benzo[b]thiophen-3-yl]-2-oxo-acetamide (188586-05-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 27 percent / Na, Cu(I)I / various solvent(s) / 24 h / 110 °C

2: 92 percent / Et₃N / 1,2-dichloro-ethane / 1.) 3 h, 70 deg C, 2.) rt, 12 h

With copper(l) iodide; sodium; triethylamine; In 1,2-dichloro-ethane;

DOI:10.1021/ja970200j

upstream raw materials:

oxalyl dichloride

2-aminoacetonitrile

2-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxy)-benzo[b]thiophene

2-iodobenzothiophene

Downstream raw materials:

[3-[2-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxy)-benzo[b]thiophen-3-yl]-4-(2-methyl-benzo[b]thiophen-3-yl)-2,5-dioxo-2,5-dihydro-pyrrol-1-yl]-acetonitrile

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