3-{4-[4-(tert-butyl-dimethyl-silanyloxymethyl)-imidazol-1-yl]-3-fluoro-phenyl}-2-oxo-oxazolidin-5-ylmethyl methanesulfonate

Base Information

Chemical Name:3-{4-[4-(tert-butyl-dimethyl-silanyloxymethyl)-imidazol-1-yl]-3-fluoro-phenyl}-2-oxo-oxazolidin-5-ylmethyl methanesulfonate
CAS No.:196299-08-8
Molecular Formula:C₂₁H₃₀FN₃O₆SSi
Molecular Weight:499.636
Hs Code.:

Synonyms:3-{4-[4-(tert-butyl-dimethyl-silanyloxymethyl)-imidazol-1-yl]-3-fluoro-phenyl}-2-oxo-oxazolidin-5-ylmethyl methanesulfonate

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Chemical Property of 3-{4-[4-(tert-butyl-dimethyl-silanyloxymethyl)-imidazol-1-yl]-3-fluoro-phenyl}-2-oxo-oxazolidin-5-ylmethyl methanesulfonate

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Technology Process of 3-{4-[4-(tert-butyl-dimethyl-silanyloxymethyl)-imidazol-1-yl]-3-fluoro-phenyl}-2-oxo-oxazolidin-5-ylmethyl methanesulfonate

There total 8 articles about 3-{4-[4-(tert-butyl-dimethyl-silanyloxymethyl)-imidazol-1-yl]-3-fluoro-phenyl}-2-oxo-oxazolidin-5-ylmethyl methanesulfonate 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: 95.2%

: 196299-08-8
3-{4-[4-(tert-butyl-dimethyl-silanyloxymethyl)-imidazol-1-yl]-3-fluoro-phenyl}-2-oxo-oxazolidin-5-ylmethyl methanesulfonate

Guidance literature:

Reference yield:

: 124-63-0
methanesulfonyl chloride

: 196299-06-6
3-{4-[4-(tert-butyl-dimethyl-silanyloxymethyl)-imidazol-1-yl]-3-fluoro-phenyl}-5-(R)-hydroxymethyl-oxazolidin-2-one

: 196299-08-8
3-{4-[4-(tert-butyl-dimethyl-silanyloxymethyl)-imidazol-1-yl]-3-fluoro-phenyl}-2-oxo-oxazolidin-5-ylmethyl methanesulfonate

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1021/jm990373e

Reference yield:

: 369-34-6
3,4-difluoronitrobenzene

: 196299-08-8
3-{4-[4-(tert-butyl-dimethyl-silanyloxymethyl)-imidazol-1-yl]-3-fluoro-phenyl}-2-oxo-oxazolidin-5-ylmethyl methanesulfonate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 47 percent / K₂CO₃ / acetone / 24 h / Heating

2.1: 64 percent / imidazole / dimethylformamide / 0 - 20 °C

3.1: H₂ / tetrahydrofuran / 18 h

4.1: NaHCO₃ / tetrahydrofuran / 0 - 20 °C

5.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.75 h / -78 °C

5.2: tetrahydrofuran / -78 - 20 °C

6.1: NEt₃ / CH₂Cl₂ / 4 h / 20 °C

With 1H-imidazole; hydrogen; sodium hydrogencarbonate; potassium carbonate; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone; 1.1: Substitution / 2.1: silylation / 3.1: Reduction / 4.1: Acylation / 5.1: Metallation / 5.2: Ring cleavage / 6.1: mesylation;
DOI:10.1021/jm990373e