1-[5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2,3-difluoro-phenyl]-2,2,2-trifluoroethanone oxime

Base Information

Chemical Name:1-[5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2,3-difluoro-phenyl]-2,2,2-trifluoroethanone oxime
CAS No.:1223446-32-9
Molecular Formula:C₃₁H₃₅F₅N₂O₃Si
Molecular Weight:606.708
Hs Code.:

Synonyms:1-[5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2,3-difluoro-phenyl]-2,2,2-trifluoroethanone oxime

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Chemical Property of 1-[5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2,3-difluoro-phenyl]-2,2,2-trifluoroethanone oxime

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Technology Process of 1-[5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2,3-difluoro-phenyl]-2,2,2-trifluoroethanone oxime

There total 6 articles about 1-[5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2,3-difluoro-phenyl]-2,2,2-trifluoroethanone oxime 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:

: 1223445-92-8
1-(5-((tert-butyldiphenylsilyloxy)methyl)-4-((2R,6S)-2,6-dimethylmorpholino)-2,3-difluorophenyl)-2,2,2-trifluoroethanone

: 1223446-32-9
1-[5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2,3-difluoro-phenyl]-2,2,2-trifluoroethanone oxime

Guidance literature:: With pyridine; hydroxylamine hydrochloride; In ethanol; at 80 ℃; for 40h;

Reference yield:

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

: 1223446-32-9
1-[5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2,3-difluoro-phenyl]-2,2,2-trifluoroethanone oxime

Guidance literature:: Multi-step reaction with 5 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; hexane / 1 h / -78 °C / Inert atmosphere

4.2: 0.5 h / -78 - 20 °C / Inert atmosphere

5.1: hydroxylamine hydrochloride; pyridine / ethanol / 40 h / 80 °C

With pyridine; 1H-imidazole; sodium tetrahydroborate; hydroxylamine hydrochloride; iodine; sec.-butyllithium; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; hexane; dichloromethane;
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

: 1223446-32-9
1-[5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2,3-difluoro-phenyl]-2,2,2-trifluoroethanone oxime

Guidance literature:: Multi-step reaction with 2 steps

1.1: sec.-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

1.2: 0.5 h / -78 - 20 °C / Inert atmosphere

2.1: hydroxylamine hydrochloride; pyridine / ethanol / 40 h / 80 °C

With pyridine; hydroxylamine hydrochloride; sec.-butyllithium; In tetrahydrofuran; ethanol; hexane;
DOI:10.1021/jm501174m