1-{5-({[tert-butyl(diphenyl)silyl]oxy}methyl)-4-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2,3-difluorophenyl}ethanone

Base Information

Chemical Name:1-{5-({[tert-butyl(diphenyl)silyl]oxy}methyl)-4-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2,3-difluorophenyl}ethanone
CAS No.:914935-38-9
Molecular Formula:C₃₁H₃₇F₂NO₃Si
Molecular Weight:537.722
Hs Code.:

Synonyms:1-{5-({[tert-butyl(diphenyl)silyl]oxy}methyl)-4-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2,3-difluorophenyl}ethanone

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Chemical Property of 1-{5-({[tert-butyl(diphenyl)silyl]oxy}methyl)-4-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2,3-difluorophenyl}ethanone

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Technology Process of 1-{5-({[tert-butyl(diphenyl)silyl]oxy}methyl)-4-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2,3-difluorophenyl}ethanone

There total 5 articles about 1-{5-({[tert-butyl(diphenyl)silyl]oxy}methyl)-4-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2,3-difluorophenyl}ethanone 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: 84.0%

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

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

: 914935-38-9
1-{5-({[tert-butyl(diphenyl)silyl]oxy}methyl)-4-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2,3-difluorophenyl}ethanone

Guidance literature:: (2R,6S)-4-[6-({[tert-butyl(diphenyl)silyl]oxy}methyl)-2,3-difluorophenyl]-2,6-dimethylmorpholine; With sec.-butyllithium; In tetrahydrofuran; cyclohexane; at -78 ℃; for 1h;

N-Methoxy-N-methylacetamide; In tetrahydrofuran; cyclohexane; at -78 - 25 ℃; for 12.5h;

Reference yield:

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

: 914935-38-9
1-{5-({[tert-butyl(diphenyl)silyl]oxy}methyl)-4-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2,3-difluorophenyl}ethanone

Guidance literature:: Multi-step reaction with 4 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 / 1 h / -78 °C / Inert atmosphere

4.2: 12.5 h / -78 - 20 °C / Inert atmosphere

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

Reference yield:

: 914935-65-2
2-((2R,6S)-2,6-dimethylmorpholin-4-yl)-3,4-difluorobenzoic acid

: 914935-38-9
1-{5-({[tert-butyl(diphenyl)silyl]oxy}methyl)-4-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2,3-difluorophenyl}ethanone

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium tetrahydroborate; iodine / tetrahydrofuran; ethanol / 12 h / 10 °C / Reflux

2.1: 1H-imidazole / dichloromethane / 12.25 h / 20 °C

3.1: sec.-butyllithium / tetrahydrofuran; cyclohexane / 1 h / -78 °C / Inert atmosphere

3.2: 12.5 h / -78 - 20 °C / Inert atmosphere

With 1H-imidazole; sodium tetrahydroborate; iodine; sec.-butyllithium; In tetrahydrofuran; ethanol; dichloromethane; cyclohexane;
DOI:10.1021/jm501174m