cyclopropyl-[4-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2,3-difluoro-5-(hydroxymethyl)phenyl]methanone

Base Information

Chemical Name:cyclopropyl-[4-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2,3-difluoro-5-(hydroxymethyl)phenyl]methanone
CAS No.:1223444-70-9
Molecular Formula:C₁₇H₁₉F₂NO₃
Molecular Weight:323.34
Hs Code.:

Synonyms:cyclopropyl-[4-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2,3-difluoro-5-(hydroxymethyl)phenyl]methanone

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Chemical Property of cyclopropyl-[4-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2,3-difluoro-5-(hydroxymethyl)phenyl]methanone

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Technology Process of cyclopropyl-[4-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2,3-difluoro-5-(hydroxymethyl)phenyl]methanone

There total 8 articles about cyclopropyl-[4-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2,3-difluoro-5-(hydroxymethyl)phenyl]methanone 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: 70.0%

: 1223444-66-3
cyclopropyl-[4-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2,3-difluoro-5-(hydroxymethyl)phenyl]methanone

: 1223444-70-9
cyclopropyl-[4-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2,3-difluoro-5-(hydroxymethyl)phenyl]methanone

Guidance literature:: With pyridinium chlorochromate; In dichloromethane; at 0 - 20 ℃; for 1h;
DOI:10.1021/jm501174m

Reference yield:

: 914935-67-4
(2R,6S)-4-[6-({[tert-butyl(diphenyl)silyl]oxy}methyl)-2,3-difluorophenyl]-2,6-dimethylmorpholine

: 1223444-70-9
cyclopropyl-[4-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2,3-difluoro-5-(hydroxymethyl)phenyl]methanone

Guidance literature:: Multi-step reaction with 4 steps

1.1: sec.-butyllithium / tetrahydrofuran; cyclohexane / 0.25 h / -78 °C

1.2: 1 h / -78 °C

2.1: pyridinium chlorochromate / dichloromethane / 1 h / 0 - 20 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 0 - 20 °C

4.1: pyridinium chlorochromate / dichloromethane / 1 h / 0 - 20 °C

With tetrabutyl ammonium fluoride; sec.-butyllithium; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; cyclohexane;
DOI:10.1021/jm501174m

Reference yield:

: 61079-72-9
2,3,4,-trifluorobenzoic acid

: 1223444-70-9
cyclopropyl-[4-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2,3-difluoro-5-(hydroxymethyl)phenyl]methanone

Guidance literature:: Multi-step reaction with 7 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: sodium tetrahydroborate; iodine / tetrahydrofuran; ethanol / 12 h / 10 °C / Reflux

3.1: 1H-imidazole / dichloromethane / 12.25 h / 20 °C

4.1: sec.-butyllithium / tetrahydrofuran; cyclohexane / 0.25 h / -78 °C

4.2: 1 h / -78 °C

5.1: pyridinium chlorochromate / dichloromethane / 1 h / 0 - 20 °C

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 0 - 20 °C

7.1: pyridinium chlorochromate / dichloromethane / 1 h / 0 - 20 °C

With 1H-imidazole; sodium tetrahydroborate; tetrabutyl ammonium fluoride; iodine; sec.-butyllithium; pyridinium chlorochromate; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; dichloromethane; cyclohexane;
DOI:10.1021/jm501174m