(2R,4S)-1-[2-(4-cyclobutyl-[1,4]diazepane-1-carrbonyl)-4-(3-fluoro-phenoxy)-pyrrolidin-1-yl]-ethanone

Base Information

• Chemical Name: (2R,4S)-1-[2-(4-cyclobutyl-[1,4]diazepane-1-carrbonyl)-4-(3-fluoro-phenoxy)-pyrrolidin-1-yl]-ethanone
• CAS No.: 1196885-81-0
• Molecular Formula: C₂₂H₃₀FN₃O₃
• Molecular Weight: 403.497

Synonyms:(2R,4S)-1-[2-(4-cyclobutyl-[1,4]diazepane-1-carrbonyl)-4-(3-fluoro-phenoxy)-pyrrolidin-1-yl]-ethanone

Chemical Property of (2R,4S)-1-[2-(4-cyclobutyl-[1,4]diazepane-1-carrbonyl)-4-(3-fluoro-phenoxy)-pyrrolidin-1-yl]-ethanone

Chemical Property:

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Technology Process of (2R,4S)-1-[2-(4-cyclobutyl-[1,4]diazepane-1-carrbonyl)-4-(3-fluoro-phenoxy)-pyrrolidin-1-yl]-ethanone

There total 3 articles about (2R,4S)-1-[2-(4-cyclobutyl-[1,4]diazepane-1-carrbonyl)-4-(3-fluoro-phenoxy)-pyrrolidin-1-yl]-ethanone 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: 53.0%

3-fluorophenol (372-20-3) + (2R,4R)-1-[2-(4-cyclobutyl[1,4]diazepane-1-carbonyl)-4-hydroxypyrrolidin-1-yl]ethanone (1196885-86-5) → (2R,4S)-1-[2-(4-cyclobutyl-[1,4]diazepane-1-carrbonyl)-4-(3-fluoro-phenoxy)-pyrrolidin-1-yl]-ethanone (1196885-81-0)

Guidance literature:

3-fluorophenol; (2R,4R)-1-[2-(4-cyclobutyl[1,4]diazepane-1-carbonyl)-4-hydroxypyrrolidin-1-yl]ethanone; With di-isopropyl azodicarboxylate; In dichloromethane; at 20 ℃; for 15.25h; Inert atmosphere;

With hydrogenchloride; In tert-butyl methyl ether; water;

With sodium hydroxide; In water; pH=> 12;

DOI:10.1021/jo100629z

Reference yield:

(2R,4S)-4-(3-Fluoro-phenoxy)-2-(4-cyclobutyl-[1,4]diazepane-1-carbonyl)-pyrrolidine (1196884-36-2) + acetyl chloride (75-36-5) → (2R,4S)-1-[2-(4-cyclobutyl-[1,4]diazepane-1-carrbonyl)-4-(3-fluoro-phenoxy)-pyrrolidin-1-yl]-ethanone (1196885-81-0)

Guidance literature:

With triethylamine; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2010.03.071

Reference yield:

3-fluorophenol (372-20-3) + (2R,4R)-1-[2-(4-cyclobutyl[1,4]diazepane-1-carbonyl)-4-hydroxypyrrolidin-1-yl]ethanone (1196885-86-5) → (2R,4S)-1-[2-(4-cyclobutyl-[1,4]diazepane-1-carrbonyl)-4-(3-fluoro-phenoxy)-pyrrolidin-1-yl]-ethanone (1196885-81-0) + C16H25N3O2 (1234176-07-8) + C16H25N3O2 (1234176-08-9)

Guidance literature:

3-fluorophenol; (2R,4R)-1-[2-(4-cyclobutyl[1,4]diazepane-1-carbonyl)-4-hydroxypyrrolidin-1-yl]ethanone; With diethylazodicarboxylate; In toluene;

With hydrogenchloride; In tert-butyl methyl ether; water;

With sodium hydroxide; In water; pH=> 12;

DOI:10.1021/jo100629z

upstream raw materials:

(2R,4S)-4-(3-Fluoro-phenoxy)-2-(4-cyclobutyl-[1,4]diazepane-1-carbonyl)-pyrrolidine

acetyl chloride

3-fluorophenol

(2R,4R)-1-[2-(4-cyclobutyl[1,4]diazepane-1-carbonyl)-4-hydroxypyrrolidin-1-yl]ethanone

Downstream raw materials:

(2R,4S)-1-[2-(4-cyclobutyl[1,4]diazepane-1-carbonyl)-4-(3-fluorophenoxy)pyrrolidin-1-yl]ethanone hydrochloride

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