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.:1223444-66-3
Molecular Formula:C₁₇H₂₁F₂NO₃
Molecular Weight:325.355
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: 75.0%

: 1223444-61-8
[5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2,3-difluorophenyl]cyclopropylmethanone

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

Guidance literature:: [5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2,3-difluorophenyl]cyclopropylmethanone; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

With hydrogenchloride; In ethanol; water;
DOI:10.1021/jm501174m

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 6 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

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

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

Guidance literature:: Multi-step reaction with 3 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

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