(R)-3-[4-(4,5-Dihydro-pyrazol-1-yl)-3-fluoro-phenyl]-5-hydroxymethyl-oxazolidin-2-one

Base Information

Chemical Name:(R)-3-[4-(4,5-Dihydro-pyrazol-1-yl)-3-fluoro-phenyl]-5-hydroxymethyl-oxazolidin-2-one
CAS No.:859232-07-8
Molecular Formula:C₁₃H₁₄FN₃O₃
Molecular Weight:279.271
Hs Code.:

Synonyms:(R)-3-[4-(4,5-Dihydro-pyrazol-1-yl)-3-fluoro-phenyl]-5-hydroxymethyl-oxazolidin-2-one

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Chemical Property of (R)-3-[4-(4,5-Dihydro-pyrazol-1-yl)-3-fluoro-phenyl]-5-hydroxymethyl-oxazolidin-2-one

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Technology Process of (R)-3-[4-(4,5-Dihydro-pyrazol-1-yl)-3-fluoro-phenyl]-5-hydroxymethyl-oxazolidin-2-one

There total 5 articles about (R)-3-[4-(4,5-Dihydro-pyrazol-1-yl)-3-fluoro-phenyl]-5-hydroxymethyl-oxazolidin-2-one 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%

: 859232-06-7
[4-(4,5-dihydro-pyrazol-1-yl)-3-fluoro-phenyl]-carbamic acid benzyl ester

: 60456-26-0
(R)-glycidyl butyrate

: 859232-07-8
(R)-3-[4-(4,5-Dihydro-pyrazol-1-yl)-3-fluoro-phenyl]-5-hydroxymethyl-oxazolidin-2-one

Guidance literature:: With n-butyllithium; In tetrahydrofuran; at -78 - 20 ℃; for 18h;
DOI:10.1016/j.bmcl.2005.03.099

Reference yield:

: 369-34-6
3,4-difluoronitrobenzene

: 859232-07-8
(R)-3-[4-(4,5-Dihydro-pyrazol-1-yl)-3-fluoro-phenyl]-5-hydroxymethyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / hydrazine hydrate; pyridine / 0.83 h / 20 °C

2: NaH / dimethylformamide / 3 h / 0 - 20 °C

3: air / dimethylformamide

4: 84 percent / HCO₂NH₄ / Pd/C / tetrahydrofuran; methanol

5: 80 percent / aq. NaHCO₃ / acetone / 2 h / 0 - 20 °C

6: 75 percent / n-BuLi / tetrahydrofuran / 18 h / -78 - 20 °C

With pyridine; n-butyllithium; air; ammonium formate; sodium hydride; sodium hydrogencarbonate; hydrazine hydrate; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.bmcl.2005.03.099

Reference yield:

: 859232-09-0
1-(2-fluoro-4-nitro-phenyl)-pyrazolidine

: 859232-07-8
(R)-3-[4-(4,5-Dihydro-pyrazol-1-yl)-3-fluoro-phenyl]-5-hydroxymethyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: air / dimethylformamide

2: 84 percent / HCO₂NH₄ / Pd/C / tetrahydrofuran; methanol

3: 80 percent / aq. NaHCO₃ / acetone / 2 h / 0 - 20 °C

4: 75 percent / n-BuLi / tetrahydrofuran / 18 h / -78 - 20 °C

With n-butyllithium; air; ammonium formate; sodium hydrogencarbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.bmcl.2005.03.099