N-((S)-3-{4-[1-(2-Benzyloxy-acetyl)-azetidin-3-yloxy]-3-fluoro-phenyl}-2-oxo-oxazolidin-5-ylmethyl)-acetamide

Base Information

Chemical Name:N-((S)-3-{4-[1-(2-Benzyloxy-acetyl)-azetidin-3-yloxy]-3-fluoro-phenyl}-2-oxo-oxazolidin-5-ylmethyl)-acetamide
CAS No.:346665-79-0
Molecular Formula:C₂₄H₂₆FN₃O₆
Molecular Weight:471.485
Hs Code.:

Synonyms:N-((S)-3-{4-[1-(2-Benzyloxy-acetyl)-azetidin-3-yloxy]-3-fluoro-phenyl}-2-oxo-oxazolidin-5-ylmethyl)-acetamide

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Chemical Property of N-((S)-3-{4-[1-(2-Benzyloxy-acetyl)-azetidin-3-yloxy]-3-fluoro-phenyl}-2-oxo-oxazolidin-5-ylmethyl)-acetamide

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Technology Process of N-((S)-3-{4-[1-(2-Benzyloxy-acetyl)-azetidin-3-yloxy]-3-fluoro-phenyl}-2-oxo-oxazolidin-5-ylmethyl)-acetamide

There total 10 articles about N-((S)-3-{4-[1-(2-Benzyloxy-acetyl)-azetidin-3-yloxy]-3-fluoro-phenyl}-2-oxo-oxazolidin-5-ylmethyl)-acetamide 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:

: 369-34-6
3,4-difluoronitrobenzene

: 346665-79-0
N-((S)-3-{4-[1-(2-Benzyloxy-acetyl)-azetidin-3-yloxy]-3-fluoro-phenyl}-2-oxo-oxazolidin-5-ylmethyl)-acetamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: 77 percent / t-BuOK / tetrahydrofuran

2.1: SnCl₂; EtOH / Heating

3.1: aq. NaHCO₃ / acetone

4.1: n-BuLi / -78 °C

4.2: 25 percent / -78 - 20 °C

5.1: TEA / CH₂Cl₂

6.1: NaN₃ / dimethylformamide / 75 °C

7.1: 1,3-propanedithiol; TEA / methanol

8.1: pyridine

9.1: 64 percent / HCO₂NH₄ / 10 percent Pd/C / methanol / 50 °C

10.1: TEA / CH₂Cl₂

With pyridine; 1.3-propanedithiol; n-butyllithium; sodium azide; ethanol; TEA; potassium tert-butylate; ammonium formate; sodium hydrogencarbonate; tin(ll) chloride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0960-894X(01)00305-5

Reference yield:

: 346665-28-9
1-[3-(4-amino-2-fluoro-phenoxy)-pyrrolidin-1-yl]-2-benzyloxy-ethanone

: 346665-79-0
N-((S)-3-{4-[1-(2-Benzyloxy-acetyl)-azetidin-3-yloxy]-3-fluoro-phenyl}-2-oxo-oxazolidin-5-ylmethyl)-acetamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: aq. NaHCO₃ / acetone

2.1: n-BuLi / -78 °C

2.2: 25 percent / -78 - 20 °C

3.1: TEA / CH₂Cl₂

4.1: NaN₃ / dimethylformamide / 75 °C

5.1: 1,3-propanedithiol; TEA / methanol

6.1: pyridine

7.1: 64 percent / HCO₂NH₄ / 10 percent Pd/C / methanol / 50 °C

8.1: TEA / CH₂Cl₂

With pyridine; 1.3-propanedithiol; n-butyllithium; sodium azide; TEA; ammonium formate; sodium hydrogencarbonate; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0960-894X(01)00305-5

Reference yield:

: 346665-26-7
2-benzyloxy-1-[3-(2-fluoro-4-nitro-phenoxy)-pyrrolidin-1-yl]-ethanone

: 346665-79-0
N-((S)-3-{4-[1-(2-Benzyloxy-acetyl)-azetidin-3-yloxy]-3-fluoro-phenyl}-2-oxo-oxazolidin-5-ylmethyl)-acetamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: SnCl₂; EtOH / Heating

2.1: aq. NaHCO₃ / acetone

3.1: n-BuLi / -78 °C

3.2: 25 percent / -78 - 20 °C

4.1: TEA / CH₂Cl₂

5.1: NaN₃ / dimethylformamide / 75 °C

6.1: 1,3-propanedithiol; TEA / methanol

7.1: pyridine

8.1: 64 percent / HCO₂NH₄ / 10 percent Pd/C / methanol / 50 °C

9.1: TEA / CH₂Cl₂

With pyridine; 1.3-propanedithiol; n-butyllithium; sodium azide; ethanol; TEA; ammonium formate; sodium hydrogencarbonate; tin(ll) chloride; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0960-894X(01)00305-5