ethyl 1-{(3S)-4,4-difluoro-5-oxo-1-[(S)-1-phenylethyl]pyrrolidin-3-yl}cyclopropanecarboxylate

Base Information

• Chemical Name: ethyl 1-{(3S)-4,4-difluoro-5-oxo-1-[(S)-1-phenylethyl]pyrrolidin-3-yl}cyclopropanecarboxylate
• CAS No.: 190954-37-1
• Molecular Formula: C₁₈H₂₁F₂NO₃
• Molecular Weight: 337.366

Synonyms:ethyl 1-{(3S)-4,4-difluoro-5-oxo-1-[(S)-1-phenylethyl]pyrrolidin-3-yl}cyclopropanecarboxylate

Chemical Property of ethyl 1-{(3S)-4,4-difluoro-5-oxo-1-[(S)-1-phenylethyl]pyrrolidin-3-yl}cyclopropanecarboxylate

Chemical Property:

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Technology Process of ethyl 1-{(3S)-4,4-difluoro-5-oxo-1-[(S)-1-phenylethyl]pyrrolidin-3-yl}cyclopropanecarboxylate

There total 1 articles about ethyl 1-{(3S)-4,4-difluoro-5-oxo-1-[(S)-1-phenylethyl]pyrrolidin-3-yl}cyclopropanecarboxylate 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: 69.0%

ethyl 1-{(3S,4R)-4-fluoro-5-oxo-1-[(S)-1-phenylethyl]pyrrolidin-3-yl}cyclopropanecarboxylate (190954-31-5) → ethyl 1-{(3S)-4,4-difluoro-5-oxo-1-[(S)-1-phenylethyl]pyrrolidin-3-yl}cyclopropanecarboxylate (190954-37-1)

Guidance literature:

ethyl 1-{(3S,4R)-4-fluoro-5-oxo-1-[(S)-1-phenylethyl]pyrrolidin-3-yl}cyclopropanecarboxylate; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

With N-fluorobis(benzenesulfon)imide; In tetrahydrofuran; hexane; at -78 - 20 ℃; Further stages.;

DOI:10.1021/jm020328y

Reference yield: 76.0%

ethyl 1-{(3S)-4,4-difluoro-5-oxo-1-[(S)-1-phenylethyl]pyrrolidin-3-yl}cyclopropanecarboxylate (190954-37-1) → ethyl 1-{(3S)-4,4-difluoro-1-[(S)-1-phenylethyl]-5-thioxopyrrolidin-3-yl}cyclopropanecarboxylate (190954-38-2)

Guidance literature:

With Lawessons reagent; In benzene; Heating;

DOI:10.1021/jm020328y

Reference yield:

ethyl 1-{(3S)-4,4-difluoro-5-oxo-1-[(S)-1-phenylethyl]pyrrolidin-3-yl}cyclopropanecarboxylate (190954-37-1) → 1-[(S)-4,4-Difluoro-5-oxo-1-((S)-1-phenyl-ethyl)-pyrrolidin-3-yl]-cyclopropanecarboxylic acid

Guidance literature:

With sodium hydroxide; In ethanol; at 40 ℃; for 6h;

DOI:10.1021/jm020328y

upstream raw materials:

ethyl 1-{(3S,4R)-4-fluoro-5-oxo-1-[(S)-1-phenylethyl]pyrrolidin-3-yl}cyclopropanecarboxylate

Downstream raw materials:

ethyl 1-{(3S)-4,4-difluoro-1-[(S)-1-phenylethyl]-5-thioxopyrrolidin-3-yl}cyclopropanecarboxylate

ethyl 1-{(3S)-4,4-difluoro-1-[(S)-1-phenylethyl]pyrrolidin-3-yl}cyclopropanecarboxylate

1-[(3S)-1-benzyloxycarbonyl-4,4-difluoropyrrolidin-3-yl]cyclopropanecarboxylic acid

ethyl 1-[(3S)-1-benzyloxycarbonyl-4,4-difluoropyrrolidin-3-yl]cyclopropanecarboxylate

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