methyl 5-acetyl-3-chloro-2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-4-fluorobenzoate

Base Information

Chemical Name:methyl 5-acetyl-3-chloro-2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-4-fluorobenzoate
CAS No.:1223445-62-2
Molecular Formula:C₁₆H₁₉ClFNO₄
Molecular Weight:343.783
Hs Code.:

Synonyms:methyl 5-acetyl-3-chloro-2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-4-fluorobenzoate

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Chemical Property of methyl 5-acetyl-3-chloro-2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-4-fluorobenzoate

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Technology Process of methyl 5-acetyl-3-chloro-2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-4-fluorobenzoate

There total 4 articles about methyl 5-acetyl-3-chloro-2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-4-fluorobenzoate 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: 47.0%

: 1223444-87-8
methyl 3-chloro-2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-4-fluorobenzoate

: 78191-00-1
N-Methoxy-N-methylacetamide

: 1223445-62-2
methyl 5-acetyl-3-chloro-2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-4-fluorobenzoate

Guidance literature:: methyl 3-chloro-2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-4-fluorobenzoate; With lithium diisopropyl amide; In tetrahydrofuran; at -50 ℃;

N-Methoxy-N-methylacetamide; In tetrahydrofuran;

With water; ammonium chloride; In tetrahydrofuran;

Reference yield:

: 1223444-78-7
3-chloro-2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-4-fluorobenzoic acid

: 1223445-62-2
methyl 5-acetyl-3-chloro-2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-4-fluorobenzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sulfuric acid / 12 h / Reflux

2.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -50 °C

2.2: 1 h / -50 °C

With sulfuric acid; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1021/jm501174m

Reference yield:

: 141-91-3,6485-45-6,6485-55-8
cis-2,6-dimethylmorpholine

: 1223445-62-2
methyl 5-acetyl-3-chloro-2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-4-fluorobenzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.75 h / -78 °C / Inert atmosphere

1.2: 13.75 h / -78 - 20 °C / Inert atmosphere

2.1: sulfuric acid / 12 h / Reflux

3.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -50 °C

3.2: 1 h / -50 °C

With sulfuric acid; lithium hexamethyldisilazane; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1021/jm501174m