(1S,2S,3S)-2-(4-chlorophenyl)-3-fluoro-N-methoxy-N-methyl-cyclopropanecarboxamide

Base Information

• Chemical Name: (1S,2S,3S)-2-(4-chlorophenyl)-3-fluoro-N-methoxy-N-methyl-cyclopropanecarboxamide
• CAS No.: 1422176-91-7
• Molecular Formula: C₁₂H₁₃ClFNO₂
• Molecular Weight: 257.692

Synonyms:(1S,2S,3S)-2-(4-chlorophenyl)-3-fluoro-N-methoxy-N-methyl-cyclopropanecarboxamide

Chemical Property of (1S,2S,3S)-2-(4-chlorophenyl)-3-fluoro-N-methoxy-N-methyl-cyclopropanecarboxamide

Chemical Property:

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Technology Process of (1S,2S,3S)-2-(4-chlorophenyl)-3-fluoro-N-methoxy-N-methyl-cyclopropanecarboxamide

There total 2 articles about (1S,2S,3S)-2-(4-chlorophenyl)-3-fluoro-N-methoxy-N-methyl-cyclopropanecarboxamide 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: 97.0%

(R)-N-tosyl-S-fluoromethyl-S-phenylsulfoximine (1422176-84-8) + 3-(4-chlorophenyl)-N-methoxy-N-methylacrylamide → (1S,2S,3S)-2-(4-chlorophenyl)-3-fluoro-N-methoxy-N-methyl-cyclopropanecarboxamide (1422176-91-7)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - 20 ℃; for 3.33333h; optical yield given as %ee; stereoselective reaction; Inert atmosphere;

DOI:10.1002/anie.201202451

Reference yield: 90.0%

N-((fluoromethyl)(oxo)(phenyl)-λ6-sulfaneylidene)-4-methylbenzenesulfonamide (1097193-08-2) + 3-(4-chlorophenyl)-N-methoxy-N-methylacrylamide → (1S,2S,3S)-2-(4-chlorophenyl)-3-fluoro-N-methoxy-N-methyl-cyclopropanecarboxamide (1422176-91-7)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - 25 ℃; for 3.33h; Inert atmosphere;

upstream raw materials:

(R)-N-tosyl-S-fluoromethyl-S-phenylsulfoximine

N-((fluoromethyl)(oxo)(phenyl)-λ⁶-sulfaneylidene)-4-methylbenzenesulfonamide

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